Dr Louis Morrill
(Translated he/him)
PhD (St Andrews)
Uwch Ddarlithydd mewn Cemeg Organig Synthetig
- Ar gael fel goruchwyliwr ôl-raddedig
Trosolwyg
Mae ymchwil yng ngrŵp Morrill yn canolbwyntio ar ddatblygu methodolegau newydd ar gyfer synthesis organig, gan ganolbwyntio ar themâu cyffredinol cynaliadwyedd a catalysis.
Mae'r meysydd sydd o ddiddordeb presennol yn cynnwys:
- Electrocemeg organig synthetig
- Frustrated Lewis Pair (FLP) / prif grŵp catalysis (mewn cydweithrediad â Dr Rebecca Melen)
- Benthyca catalysis hydrogen
- Cemeg cyanamide (mewn cydweithrediad â Syngenta)
Bydd y prosiectau hyn yn llwyfan ardderchog i fyfyrwyr talentog a llawn cymhelliant dderbyn hyfforddiant o'r radd flaenaf mewn cemeg organig synthetig a fydd yn eu paratoi'n drylwyr ar gyfer gyrfa yn y diwydiant cemegol yn y dyfodol neu yn y byd academaidd.
Rydym hefyd yn cymryd rhan weithredol mewn nifer o brosiectau ymchwil cydweithredol yn y meysydd canlynol:
- Mecanocemeg organig (cydweithrediad dan arweiniad Dr Duncan Browne)
- Ensymau artiffisial organocatalytig (arweinir gan Dr Louis Luk)
Gweler hefyd:
Cyhoeddiad
2024
- Elsherbeni, S. A., Melen, R. L., Pulis, A. P. and Morrill, L. C. 2024. Accessing highly substituted indoles via B(C6F5)3-catalyzed secondary Alkyl Group Transfer. The Journal of Organic Chemistry (10.1021/acs.joc.4c00025)
2023
- Pulis, A. P., Morrill, L. C., Melen, R. L., Gillions, J. P., Elsherbeni, S. A., Winfrey, L. and Yun, L. 2023. Recent advances in catalysis using organoborane-mediated hydride abstraction. Accounts and Rapid Communications in Chemical Synthesis 34 (10.1055/a-2111-9629)
- Williams, M. T. J., Morrill, L. C. and Browne, D. L. 2023. Nickel‐catalyzed intramolecular alkene difunctionalization by ball‐milling. Advanced Synthesis & Catalysis 365(9), pp. 1477-1484. (10.1002/adsc.202300188)
- ElGehani, A. A. M. A., Maashi, H. A., Harnedy, J. and Morrill, L. C. 2023. Electrochemical generation and utilization of alkoxy radicals. Chemical Communications 59(25), pp. 3655-3664. (10.1039/d3cc00302g)
- Harnedy, J., Maashi, H. A., El Gehani, A. A. M. A., Burns, M. and Morrill, L. C. 2023. Deconstructive functionalization of unstrained cycloalkanols via electrochemically generated aromatic radical cations. Organic Letters 25(9), pp. 1486-1490. (10.1021/acs.orglett.3c00219)
2022
- Kustiana, B. A., Melen, R. L. and Morrill, L. C. 2022. One-pot synthesis of styrene derivatives from allyl silanes via b(c6f5)3-catalyzed isomerization-Hiyama coupling. Organic Letters 24(47), pp. 8694-8697. (10.1021/acs.orglett.2c03584)
- Jones, A. C., Williams, M. T. J., Morrill, L. C. and Browne, D. L. 2022. Mechanical activation of zero-valent metal reductants for nickel-catalyzed cross-electrophile coupling. ACS Catalysis 12(21), pp. 13681-13689. (10.1021/acscatal.2c03117)
- Kustiana, B. A., Elsherbeni, S. A., Linford‐Wood, T. G., Melen, R. L., Grayson, M. N. and Morrill, L. C. 2022. B(C 6 F 5 ) 3 ‐Catalyzed E ‐selective isomerization of alkenes. Chemistry - A European Journal, article number: e202202454. (10.1002/chem.202202454)
- Seastram, A. C., Hareram, M. D., Knight, T. M. B. and Morrill, L. C. 2022. Electrochemical alkene azidocyanation via 1,4-nitrile migration. Chemical Communications 58, pp. 8658-8661. (10.1039/D2CC02958H)
- Hareram, M. D. et al. 2022. Electrochemical deconstructive functionalization of cycloalkanols via alkoxy radicals enabled by proton-coupled Electron transfer. Organic Letters 24(21), pp. 3890-3895. (10.1021/acs.orglett.2c01552)
- Williams, M. T. J., Morrill, L. C. and Browne, D. L. 2022. Mechanochemical organocatalysis: do high enantioselectivities contradict what we might expect?. ChemSusChem 15(2), article number: e202102157. (10.1002/cssc.202102157)
2021
- Nodling, A. R. et al. 2021. The role of protein environment in catalysis by biotinylated secondary amines. Organic and Biomolecular Chemistry 19, pp. 10424-10431. (10.1039/D1OB01947C)
- Harnedy, J., Hareram, M. D., Tizzard, G. J., Coles, S. J. and Morrill, L. C. 2021. Electrochemical oxidative Z-selective C(sp2)-H chlorination of acrylamides. Chemical Communications 57(94), pp. 12643-12646. (10.1039/D1CC05824J)
- Nicholson, W. I. et al. 2021. Ball-milling-enabled reactivity of manganese metal. Angewandte Chemie International Edition 60(43), pp. 23128-23133. (10.1002/anie.202108752)
- Reed-Berendt, B. G., Latham, D. E., Dambatta, M. B. and Morrill, L. C. 2021. Borrowing hydrogen for organic synthesis. ACS Central Science 7(4), pp. 570-585. (10.1021/acscentsci.1c00125)
- Basak, S., Winfrey, L., Kustiana, B. A., Melen, R. L., Morrill, L. C. and Pulis, A. P. 2021. Electron deficient borane-mediated hydride abstraction in amines: stoichiometric and catalytic processes. Chemical Society Reviews 50(6), pp. 3721-3737. (10.1039/D0CS00531B)
- Santi, N., Morrill, L. C., Swiderek, K., Moliner, V. and Luk, L. Y. P. 2021. Transfer hydrogenations catalyzed by streptavidin-hosted secondary amine organocatalyst. Chemical Communications 57(15), pp. 1919-1922. (10.1039/D0CC08142F)
2020
- Williams, M. T. J., Morrill, L. C. and Browne, D. L. 2020. Expedient organocatalytic Aza-Morita–Baylis–Hillman reaction through ball-milling. ACS Sustainable Chemistry and Engineering 8(48), pp. 17876-17881. (10.1021/acssuschemeng.0c07320)
- Dambatta, M. B., Santos, J., Bolt, R. and Morrill, L. C. 2020. Transition metal free α-C-alkylation of ketones using secondary alcohols. Tetrahedron 76(45), article number: 131571. (10.1016/j.tet.2020.131571)
- Santi, N., Morrill, L. C. and Luk, L. Y. P. 2020. Streptavidin-hosted organocatalytic aldol addition. Molecules 25(10), article number: 2457. (10.3390/molecules25102457)
- Basak, S., Alvarez-Montoya, A., Winfrey, L., Melen, R. L., Morrill, L. C. and Pulis, A. P. 2020. B(C6F5)3-catalyzed direct C3 alkylation of indoles and oxindoles. ACS Catalysis 10(8), pp. 4835-4840. (10.1021/acscatal.0c01141)
- Reed-Berendt, B. G., Mast, N. and Morrill, L. C. 2020. Manganese-catalyzed one-pot conversion of nitroarenes into N-methylarylamines uising methanol. European Journal of Organic Chemistry 2020(9), pp. 1136-1140. (10.1002/ejoc.201901854)
- Nicholson, W. I., Seastram, A. C., Iqbal, S. A., Reed-Berendt, B. G., Morrill, L. C. and Browne, D. L. 2020. N-Heterocyclic carbene acyl anion organocatalysis by ball-milling. ChemSusChem 13(1), pp. 131-135. (10.1002/cssc.201902346)
2019
- Allen, B. D. W., Mishra, D., Seastram, A. C., McBride, T., Wirth, T., Browne, D. L. and Morrill, L. C. 2019. Manganese-catalyzed electrochemical deconstructive chlorination of cycloalkanols via alkoxy radicals. Organic Letters 21(22), pp. 9241-9246. (10.1021/acs.orglett.9b03652)
- Latham, D. E., Polidano, K., Williams, J. M. J. and Morrill, L. C. 2019. One-pot conversion of allylic alcohols to α-methyl ketones via iron-catalyzed isomerization-methylation. Organic Letters 21(19), pp. 7914-7918. (10.1021/acs.orglett.9b02900)
- Polidano, K., Williams, J. M. J. and Morrill, L. C. 2019. Iron-catalyzed borrowing hydrogen β-C(sp3)-methylation of alcohols. ACS Catalysis 9(9), pp. 8575-8580. (10.1021/acscatal.9b02461)
- Dambatta, M., Polidano, K., Northey, A. D., Williams, J. M. J. and Morrill, L. C. 2019. Iron‐catalyzed borrowing hydrogen C‐Alkylation of oxindoles with alcohols. ChemSusChem 12(11), pp. 2345-2349. (10.1002/cssc.201900799)
- Reed-Berendt, B. G., Polidano, K. and Morrill, L. C. 2019. Recent advances in homogeneous borrowing hydrogen catalysis using earth-abundant first row transition metals. Organic and Biomolecular Chemistry 17(7), pp. 1595-1607. (10.1039/C8OB01895B)
- Reed-Berendt, B. G. and Morrill, L. C. 2019. Manganese-catalyzed N-alkylation of sulfonamides using alcohols. Journal of Organic Chemistry 84(6), pp. 3715-3724. (10.1021/acs.joc.9b00203)
2018
- Nodling, A. R. et al. 2018. Reactivity and selectivity of iminium organocatalysis improved by a protein host. Angewandte Chemie International Edition 57(38), pp. 12478-12482. (10.1002/anie.201806850)
- Khan, I., Reed-Berendt, B. G., Melen, R. L. and Morrill, L. C. 2018. FLP-catalyzed transfer hydrogenation of silyl enol ethers. Angewandte Chemie International Edition 57(38), pp. 12356-12359. (10.1002/anie.201808800)
- Ayres, J. N., Williams, M., Tizzard, G. J., Coles, S. J., Ling, K. B. and Morrill, L. C. 2018. Synthesis and reactivity of N-allenyl cyanamides. Organic Letters 20(17), pp. 5282-5285. (10.1021/acs.orglett.8b02225)
- Polidano, K., Allen, B. D. W., Williams, J. M. J. and Morrill, L. C. 2018. Iron-catalyzed methylation using the borrowing hydrogen approach. ACS Catalysis 8, pp. 6440-6445. (10.1021/acscatal.8b02158)
- Kou, K. G. M. et al. 2018. A benzyne insertion approach to hetisine-type diterpenoid alkaloids: synthesis of cossonidine (davisine). Journal of the American Chemical Society 140(26), pp. 8105-8109. (10.1021/jacs.8b05043)
2017
- Polidano, K., Reed-Berendt, B., Basset, A., Watson, A., Williams, J. M. J. and Morrill, L. 2017. Exploring tandem ruthenium-catalyzed hydrogen transfer and SNAr chemistry. Organic Letters 19(24), pp. 6716-6719. (10.1021/acs.orglett.7b03441)
- Khan, I., Manzotti, M., Tizzard, G. J., Coles, S. J., Melen, R. L. and Morrill, L. C. 2017. Frustrated Lewis pair (FLP)-catalyzed hydrogenation of aza-Morita–Baylis–Hillman adducts and sequential organo-FLP catalysis. ACS Catalysis 7(11), pp. 7748-7752. (10.1021/acscatal.7b03077)
- Pflueger, J. J., Morrill, L. C., deGruyter, J. N., Perea, M. A. and Sarpong, R. 2017. Magnesiate addition/ring-expansion strategy to access the 6-7-6 tricyclic core of hetisine-type C20-diterpenoid alkaloids. Organic Letters 19(17), pp. 4632-4635. (10.1021/acs.orglett.7b02260)
- Ayres, J., Ashford, M., Stockl, Y., Prudhomme, V., Ling, K. B., Platts, J. and Morrill, L. 2017. Deoxycyanamidation of alcohols with N-Cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS). Organic Letters 19(14), pp. 3835-3838. (10.1021/acs.orglett.7b01710)
2016
- Ayres, J., Ling, K. B. and Morrill, L. 2016. N-Cyanation of secondary amines using Trichloroacetonitrile. Organic Letters 18(21), pp. 5528-5531. (10.1021/acs.orglett.6b02775)
- Van, K. N., Morrill, L., Smith, A. D. and Romo, D. 2016. Catalytic generation of ammonium enolates and related tertiary amine-derived intermediates: applications, mechanism and stereochemical models (n→π*). In: Vedejs, E. and Denmark, S. E. eds. Lewis Base Catalysis in Organic Synthesis. Wiley, pp. 527-654., (10.1002/9783527675142.ch13)
- Smith, A. D., Stark, D., Morrill, L., Cordes, D., Slawin, A. and O'Riordan, T. 2016. Enantioselective synthesis of 3,5,6-substituted dihydropyranones and dihydropyridinones using isothiourea-mediated catalysis. Chemistry - An Asian Journal 11(3), pp. 395-400. (10.1002/asia.201500907)
2015
- Smith, S. R. et al. 2015. Asymmetric isothiourea-catalysed formal [3+2] cycloadditions of ammonium enolates with oxaziridines. Chemistry - A European Journal 21(29), pp. 10530-10536. (10.1002/chem.201501271)
- Millet, A., Baudoin, O. and Morrill, L. 2015. Palladium-catalyzed β -Selective C(sp3)-H Arylation of N-Boc-Piperidines. Organic Syntheses 92, pp. 76-90. (10.15227/orgsyn.092.0076)
- Campbell, C. D., Joannesse, C., Morrill, L., Philp, D. and Smith, A. D. 2015. Regiodivergent Lewis base-promoted O- to C-carboxyl transfer of furanyl carbonates. Organic & Biomolecular Chemistry 13(10), pp. 2895-2900. (10.1039/C4OB02629B)
- Morrill, L. et al. 2015. Isothiourea-catalyzed Michael Addition to unsaturated trichloromethyl ketones. Synfacts 11(3), article number: 315. (10.1055/s-0034-1380058)
2014
- Morrill, L. et al. 2014. Organocatalytic Michael addition–lactonisation of carboxylic acids using α,β-unsaturated trichloromethyl ketones as α,β-unsaturated ester equivalents. Organic & Biomolecular Chemistry 12(44), pp. 9016-9027. (10.1039/C4OB01788A)
- Morrill, L. and Smith, A. D. 2014. Organocatalytic Lewis base functionalisation of carboxylic acids, esters and anhydrides via C1-ammonium or azolium enolates. Chemical Society Reviews 43(17), pp. 6214-6226. (10.1039/C4CS00042K)
- De Savi, C. et al. 2014. Efficacious inhaled PDE4 inhibitors with low emetic potential and long duration of action for the treatment of COPD. Journal of Medicinal Chemistry 57(11), pp. 4661-4676. (10.1021/jm5001216)
- Morrill, L. C., Smith, S. M., Slawin, A. M. Z. and Smith, A. D. 2014. Isothiourea-mediated asymmetric functionalization of 3-alkenoic acids. Journal of Organic Chemistry 79(4), pp. 1640-1655. (10.1021/jo402591v)
- Smith, A. D., Douglas, J., Morrill, L. C. and Richmond, E. 2014. Lewis base catalyzed asymmetric formal [2+2] cycloadditions. In: Nishiwaki, N. ed. Methods and Applications of Cycloaddition Reactions in Organic Syntheses. Wiley, pp. 89-114., (10.1002/9781118778173.ch03)
- Morrill, L., Ledingham, L. A., Couturier, J., Bickel, J., Harper, A. D., Fallan, C. and Smith, A. D. 2014. 2-Arylacetic anhydrides as ammonium enolate precursors. Organic & Biomolecular Chemistry 12(4), pp. 624-636. (10.1039/C3OB41869C)
2013
- Stark, D. G., Morrill, L., Yeh, P., Slawin, A. M. Z., O'Riordan, T. J. C. and Smith, A. D. 2013. Isothiourea-mediated one-pot synthesis of functionalized pyridines. Angewandte Chemie - International Edition 52(44), pp. 11642-11646. (10.1002/anie.201306786)
- Davies, A. T. et al. 2013. Stereospecific Asymmetric N-Heterocyclic Carbene (NHC)-Catalyzed Redox Synthesis of Trifluoromethyl Dihydropyranones and Mechanistic Insights. Journal of Organic Chemistry 78(18), pp. 9243-9257. (10.1021/jo401433q)
- Morrill, L., Douglas, J., Lebl, T., Slawin, A. M. Z., Fox, D. J. and Smith, A. D. 2013. Isothiourea-mediated asymmetric Michael-lactonisation of trifluoromethylenones: a synthetic and mechanistic study. Chemical Science 4(11), pp. 4146-4155. (10.1039/c3sc51791h)
- Stark, D. G., Morrill, L., Yeh, P. -., Slawin, A. M., O’Riordan, T. J. and Smith, A. D. 2013. Isothiourea-catalyzed pyridine synthesis. Synfacts 9(12), article number: 1344. (10.1055/s-0033-1340279)
2012
- Morrill, L., Lebl, T., Slawin, A. M. Z. and Smith, A. D. 2012. Catalytic asymmetric α-amination of carboxylic acids using isothioureas. Chemical Science 3(6), pp. 2088-2093. (10.1039/c2sc20171b)
- Joannesse, C. et al. 2012. Isothiourea-mediated asymmetric O- to C-carboxyl transfer of oxazolyl carbonates: structure-selectivity profiles and mechanistic studies. Chemistry - a European Journal 18(8), pp. 2398-2408. (10.1002/chem.201102847)
2011
- Woods, P. A., Morrill, L., Bragg, R. A. and Smith, A. D. 2011. Isothiourea-catalysed asymmetric C-acylation of silyl ketene acetals. Chemistry - a European Journal 17(39), pp. 11060-11067. (10.1002/chem.201100995)
- Belmessieri, D., Morrill, L., Simal, C., Slawin, A. M. Z. and Smith, A. D. 2011. Organocatalytic functionalization of carboxylic acids: isothiourea-catalyzed asymmetric intra- and intermolecular Michael Addition−lactonizations. Journal of the American Chemical Society 133(8), pp. 2714-2720. (10.1021/ja109975c)
- Smith, A., Joannesse, C., Morrill, L., Campbell, C. and Slawin, A. 2011. Isothiourea-catalyzed asymmetric O- to C-carboxyl transfer of furanyl carbonates. Synthesis (Stuttgart) 2011(12), pp. 1865-1879. (10.1055/s-0030-1260602)
- Belmessieri, D., Morrill, L., Simal, C., Slawin, A. M. Z. and Smith, A. D. 2011. Asymmetric Michael Addition-Lactonization of Carboxylic Acids. Synfacts 2011(4), pp. 436. (10.1055/s-0030-1259622)
2010
- Aitken, R. A., Cleghorn, L. P., Leitch, R. M., Morrill, L. and Slawin, A. M. Z. 2010. Unexpected rearrangement leading to formation of a 1,3-Bis(triphenylphosphonio)prop-1-en-3-idyl carboxylate. European Journal of Organic Chemistry 2010(17), pp. 3211-3214. (10.1002/ejoc.201000143)
- Woods, P. A., Morrill, L., Lebl, T., Slawin, A. M. Z., Bragg, R. A. and Smith, A. D. 2010. Isothiourea-mediated stereoselectiveC-acylation of silyl ketene acetals. Organic Letters 12(11), pp. 2660-2663. (10.1021/ol1008747)
2008
- Smith, A. et al. 2008. N-heterocyclic carbene catalysed oxygen-to-carbon carboxyl transfer of indolyl and benzofuranyl carbonates. Synthesis (Stuttgart) 2008(17), pp. 2805-2818. (10.1055/s-2008-1077890)
Articles
- Elsherbeni, S. A., Melen, R. L., Pulis, A. P. and Morrill, L. C. 2024. Accessing highly substituted indoles via B(C6F5)3-catalyzed secondary Alkyl Group Transfer. The Journal of Organic Chemistry (10.1021/acs.joc.4c00025)
- Pulis, A. P., Morrill, L. C., Melen, R. L., Gillions, J. P., Elsherbeni, S. A., Winfrey, L. and Yun, L. 2023. Recent advances in catalysis using organoborane-mediated hydride abstraction. Accounts and Rapid Communications in Chemical Synthesis 34 (10.1055/a-2111-9629)
- Williams, M. T. J., Morrill, L. C. and Browne, D. L. 2023. Nickel‐catalyzed intramolecular alkene difunctionalization by ball‐milling. Advanced Synthesis & Catalysis 365(9), pp. 1477-1484. (10.1002/adsc.202300188)
- ElGehani, A. A. M. A., Maashi, H. A., Harnedy, J. and Morrill, L. C. 2023. Electrochemical generation and utilization of alkoxy radicals. Chemical Communications 59(25), pp. 3655-3664. (10.1039/d3cc00302g)
- Harnedy, J., Maashi, H. A., El Gehani, A. A. M. A., Burns, M. and Morrill, L. C. 2023. Deconstructive functionalization of unstrained cycloalkanols via electrochemically generated aromatic radical cations. Organic Letters 25(9), pp. 1486-1490. (10.1021/acs.orglett.3c00219)
- Kustiana, B. A., Melen, R. L. and Morrill, L. C. 2022. One-pot synthesis of styrene derivatives from allyl silanes via b(c6f5)3-catalyzed isomerization-Hiyama coupling. Organic Letters 24(47), pp. 8694-8697. (10.1021/acs.orglett.2c03584)
- Jones, A. C., Williams, M. T. J., Morrill, L. C. and Browne, D. L. 2022. Mechanical activation of zero-valent metal reductants for nickel-catalyzed cross-electrophile coupling. ACS Catalysis 12(21), pp. 13681-13689. (10.1021/acscatal.2c03117)
- Kustiana, B. A., Elsherbeni, S. A., Linford‐Wood, T. G., Melen, R. L., Grayson, M. N. and Morrill, L. C. 2022. B(C 6 F 5 ) 3 ‐Catalyzed E ‐selective isomerization of alkenes. Chemistry - A European Journal, article number: e202202454. (10.1002/chem.202202454)
- Seastram, A. C., Hareram, M. D., Knight, T. M. B. and Morrill, L. C. 2022. Electrochemical alkene azidocyanation via 1,4-nitrile migration. Chemical Communications 58, pp. 8658-8661. (10.1039/D2CC02958H)
- Hareram, M. D. et al. 2022. Electrochemical deconstructive functionalization of cycloalkanols via alkoxy radicals enabled by proton-coupled Electron transfer. Organic Letters 24(21), pp. 3890-3895. (10.1021/acs.orglett.2c01552)
- Williams, M. T. J., Morrill, L. C. and Browne, D. L. 2022. Mechanochemical organocatalysis: do high enantioselectivities contradict what we might expect?. ChemSusChem 15(2), article number: e202102157. (10.1002/cssc.202102157)
- Nodling, A. R. et al. 2021. The role of protein environment in catalysis by biotinylated secondary amines. Organic and Biomolecular Chemistry 19, pp. 10424-10431. (10.1039/D1OB01947C)
- Harnedy, J., Hareram, M. D., Tizzard, G. J., Coles, S. J. and Morrill, L. C. 2021. Electrochemical oxidative Z-selective C(sp2)-H chlorination of acrylamides. Chemical Communications 57(94), pp. 12643-12646. (10.1039/D1CC05824J)
- Nicholson, W. I. et al. 2021. Ball-milling-enabled reactivity of manganese metal. Angewandte Chemie International Edition 60(43), pp. 23128-23133. (10.1002/anie.202108752)
- Reed-Berendt, B. G., Latham, D. E., Dambatta, M. B. and Morrill, L. C. 2021. Borrowing hydrogen for organic synthesis. ACS Central Science 7(4), pp. 570-585. (10.1021/acscentsci.1c00125)
- Basak, S., Winfrey, L., Kustiana, B. A., Melen, R. L., Morrill, L. C. and Pulis, A. P. 2021. Electron deficient borane-mediated hydride abstraction in amines: stoichiometric and catalytic processes. Chemical Society Reviews 50(6), pp. 3721-3737. (10.1039/D0CS00531B)
- Santi, N., Morrill, L. C., Swiderek, K., Moliner, V. and Luk, L. Y. P. 2021. Transfer hydrogenations catalyzed by streptavidin-hosted secondary amine organocatalyst. Chemical Communications 57(15), pp. 1919-1922. (10.1039/D0CC08142F)
- Williams, M. T. J., Morrill, L. C. and Browne, D. L. 2020. Expedient organocatalytic Aza-Morita–Baylis–Hillman reaction through ball-milling. ACS Sustainable Chemistry and Engineering 8(48), pp. 17876-17881. (10.1021/acssuschemeng.0c07320)
- Dambatta, M. B., Santos, J., Bolt, R. and Morrill, L. C. 2020. Transition metal free α-C-alkylation of ketones using secondary alcohols. Tetrahedron 76(45), article number: 131571. (10.1016/j.tet.2020.131571)
- Santi, N., Morrill, L. C. and Luk, L. Y. P. 2020. Streptavidin-hosted organocatalytic aldol addition. Molecules 25(10), article number: 2457. (10.3390/molecules25102457)
- Basak, S., Alvarez-Montoya, A., Winfrey, L., Melen, R. L., Morrill, L. C. and Pulis, A. P. 2020. B(C6F5)3-catalyzed direct C3 alkylation of indoles and oxindoles. ACS Catalysis 10(8), pp. 4835-4840. (10.1021/acscatal.0c01141)
- Reed-Berendt, B. G., Mast, N. and Morrill, L. C. 2020. Manganese-catalyzed one-pot conversion of nitroarenes into N-methylarylamines uising methanol. European Journal of Organic Chemistry 2020(9), pp. 1136-1140. (10.1002/ejoc.201901854)
- Nicholson, W. I., Seastram, A. C., Iqbal, S. A., Reed-Berendt, B. G., Morrill, L. C. and Browne, D. L. 2020. N-Heterocyclic carbene acyl anion organocatalysis by ball-milling. ChemSusChem 13(1), pp. 131-135. (10.1002/cssc.201902346)
- Allen, B. D. W., Mishra, D., Seastram, A. C., McBride, T., Wirth, T., Browne, D. L. and Morrill, L. C. 2019. Manganese-catalyzed electrochemical deconstructive chlorination of cycloalkanols via alkoxy radicals. Organic Letters 21(22), pp. 9241-9246. (10.1021/acs.orglett.9b03652)
- Latham, D. E., Polidano, K., Williams, J. M. J. and Morrill, L. C. 2019. One-pot conversion of allylic alcohols to α-methyl ketones via iron-catalyzed isomerization-methylation. Organic Letters 21(19), pp. 7914-7918. (10.1021/acs.orglett.9b02900)
- Polidano, K., Williams, J. M. J. and Morrill, L. C. 2019. Iron-catalyzed borrowing hydrogen β-C(sp3)-methylation of alcohols. ACS Catalysis 9(9), pp. 8575-8580. (10.1021/acscatal.9b02461)
- Dambatta, M., Polidano, K., Northey, A. D., Williams, J. M. J. and Morrill, L. C. 2019. Iron‐catalyzed borrowing hydrogen C‐Alkylation of oxindoles with alcohols. ChemSusChem 12(11), pp. 2345-2349. (10.1002/cssc.201900799)
- Reed-Berendt, B. G., Polidano, K. and Morrill, L. C. 2019. Recent advances in homogeneous borrowing hydrogen catalysis using earth-abundant first row transition metals. Organic and Biomolecular Chemistry 17(7), pp. 1595-1607. (10.1039/C8OB01895B)
- Reed-Berendt, B. G. and Morrill, L. C. 2019. Manganese-catalyzed N-alkylation of sulfonamides using alcohols. Journal of Organic Chemistry 84(6), pp. 3715-3724. (10.1021/acs.joc.9b00203)
- Nodling, A. R. et al. 2018. Reactivity and selectivity of iminium organocatalysis improved by a protein host. Angewandte Chemie International Edition 57(38), pp. 12478-12482. (10.1002/anie.201806850)
- Khan, I., Reed-Berendt, B. G., Melen, R. L. and Morrill, L. C. 2018. FLP-catalyzed transfer hydrogenation of silyl enol ethers. Angewandte Chemie International Edition 57(38), pp. 12356-12359. (10.1002/anie.201808800)
- Ayres, J. N., Williams, M., Tizzard, G. J., Coles, S. J., Ling, K. B. and Morrill, L. C. 2018. Synthesis and reactivity of N-allenyl cyanamides. Organic Letters 20(17), pp. 5282-5285. (10.1021/acs.orglett.8b02225)
- Polidano, K., Allen, B. D. W., Williams, J. M. J. and Morrill, L. C. 2018. Iron-catalyzed methylation using the borrowing hydrogen approach. ACS Catalysis 8, pp. 6440-6445. (10.1021/acscatal.8b02158)
- Kou, K. G. M. et al. 2018. A benzyne insertion approach to hetisine-type diterpenoid alkaloids: synthesis of cossonidine (davisine). Journal of the American Chemical Society 140(26), pp. 8105-8109. (10.1021/jacs.8b05043)
- Polidano, K., Reed-Berendt, B., Basset, A., Watson, A., Williams, J. M. J. and Morrill, L. 2017. Exploring tandem ruthenium-catalyzed hydrogen transfer and SNAr chemistry. Organic Letters 19(24), pp. 6716-6719. (10.1021/acs.orglett.7b03441)
- Khan, I., Manzotti, M., Tizzard, G. J., Coles, S. J., Melen, R. L. and Morrill, L. C. 2017. Frustrated Lewis pair (FLP)-catalyzed hydrogenation of aza-Morita–Baylis–Hillman adducts and sequential organo-FLP catalysis. ACS Catalysis 7(11), pp. 7748-7752. (10.1021/acscatal.7b03077)
- Pflueger, J. J., Morrill, L. C., deGruyter, J. N., Perea, M. A. and Sarpong, R. 2017. Magnesiate addition/ring-expansion strategy to access the 6-7-6 tricyclic core of hetisine-type C20-diterpenoid alkaloids. Organic Letters 19(17), pp. 4632-4635. (10.1021/acs.orglett.7b02260)
- Ayres, J., Ashford, M., Stockl, Y., Prudhomme, V., Ling, K. B., Platts, J. and Morrill, L. 2017. Deoxycyanamidation of alcohols with N-Cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS). Organic Letters 19(14), pp. 3835-3838. (10.1021/acs.orglett.7b01710)
- Ayres, J., Ling, K. B. and Morrill, L. 2016. N-Cyanation of secondary amines using Trichloroacetonitrile. Organic Letters 18(21), pp. 5528-5531. (10.1021/acs.orglett.6b02775)
- Smith, A. D., Stark, D., Morrill, L., Cordes, D., Slawin, A. and O'Riordan, T. 2016. Enantioselective synthesis of 3,5,6-substituted dihydropyranones and dihydropyridinones using isothiourea-mediated catalysis. Chemistry - An Asian Journal 11(3), pp. 395-400. (10.1002/asia.201500907)
- Smith, S. R. et al. 2015. Asymmetric isothiourea-catalysed formal [3+2] cycloadditions of ammonium enolates with oxaziridines. Chemistry - A European Journal 21(29), pp. 10530-10536. (10.1002/chem.201501271)
- Millet, A., Baudoin, O. and Morrill, L. 2015. Palladium-catalyzed β -Selective C(sp3)-H Arylation of N-Boc-Piperidines. Organic Syntheses 92, pp. 76-90. (10.15227/orgsyn.092.0076)
- Campbell, C. D., Joannesse, C., Morrill, L., Philp, D. and Smith, A. D. 2015. Regiodivergent Lewis base-promoted O- to C-carboxyl transfer of furanyl carbonates. Organic & Biomolecular Chemistry 13(10), pp. 2895-2900. (10.1039/C4OB02629B)
- Morrill, L. et al. 2015. Isothiourea-catalyzed Michael Addition to unsaturated trichloromethyl ketones. Synfacts 11(3), article number: 315. (10.1055/s-0034-1380058)
- Morrill, L. et al. 2014. Organocatalytic Michael addition–lactonisation of carboxylic acids using α,β-unsaturated trichloromethyl ketones as α,β-unsaturated ester equivalents. Organic & Biomolecular Chemistry 12(44), pp. 9016-9027. (10.1039/C4OB01788A)
- Morrill, L. and Smith, A. D. 2014. Organocatalytic Lewis base functionalisation of carboxylic acids, esters and anhydrides via C1-ammonium or azolium enolates. Chemical Society Reviews 43(17), pp. 6214-6226. (10.1039/C4CS00042K)
- De Savi, C. et al. 2014. Efficacious inhaled PDE4 inhibitors with low emetic potential and long duration of action for the treatment of COPD. Journal of Medicinal Chemistry 57(11), pp. 4661-4676. (10.1021/jm5001216)
- Morrill, L. C., Smith, S. M., Slawin, A. M. Z. and Smith, A. D. 2014. Isothiourea-mediated asymmetric functionalization of 3-alkenoic acids. Journal of Organic Chemistry 79(4), pp. 1640-1655. (10.1021/jo402591v)
- Morrill, L., Ledingham, L. A., Couturier, J., Bickel, J., Harper, A. D., Fallan, C. and Smith, A. D. 2014. 2-Arylacetic anhydrides as ammonium enolate precursors. Organic & Biomolecular Chemistry 12(4), pp. 624-636. (10.1039/C3OB41869C)
- Stark, D. G., Morrill, L., Yeh, P., Slawin, A. M. Z., O'Riordan, T. J. C. and Smith, A. D. 2013. Isothiourea-mediated one-pot synthesis of functionalized pyridines. Angewandte Chemie - International Edition 52(44), pp. 11642-11646. (10.1002/anie.201306786)
- Davies, A. T. et al. 2013. Stereospecific Asymmetric N-Heterocyclic Carbene (NHC)-Catalyzed Redox Synthesis of Trifluoromethyl Dihydropyranones and Mechanistic Insights. Journal of Organic Chemistry 78(18), pp. 9243-9257. (10.1021/jo401433q)
- Morrill, L., Douglas, J., Lebl, T., Slawin, A. M. Z., Fox, D. J. and Smith, A. D. 2013. Isothiourea-mediated asymmetric Michael-lactonisation of trifluoromethylenones: a synthetic and mechanistic study. Chemical Science 4(11), pp. 4146-4155. (10.1039/c3sc51791h)
- Stark, D. G., Morrill, L., Yeh, P. -., Slawin, A. M., O’Riordan, T. J. and Smith, A. D. 2013. Isothiourea-catalyzed pyridine synthesis. Synfacts 9(12), article number: 1344. (10.1055/s-0033-1340279)
- Morrill, L., Lebl, T., Slawin, A. M. Z. and Smith, A. D. 2012. Catalytic asymmetric α-amination of carboxylic acids using isothioureas. Chemical Science 3(6), pp. 2088-2093. (10.1039/c2sc20171b)
- Joannesse, C. et al. 2012. Isothiourea-mediated asymmetric O- to C-carboxyl transfer of oxazolyl carbonates: structure-selectivity profiles and mechanistic studies. Chemistry - a European Journal 18(8), pp. 2398-2408. (10.1002/chem.201102847)
- Woods, P. A., Morrill, L., Bragg, R. A. and Smith, A. D. 2011. Isothiourea-catalysed asymmetric C-acylation of silyl ketene acetals. Chemistry - a European Journal 17(39), pp. 11060-11067. (10.1002/chem.201100995)
- Belmessieri, D., Morrill, L., Simal, C., Slawin, A. M. Z. and Smith, A. D. 2011. Organocatalytic functionalization of carboxylic acids: isothiourea-catalyzed asymmetric intra- and intermolecular Michael Addition−lactonizations. Journal of the American Chemical Society 133(8), pp. 2714-2720. (10.1021/ja109975c)
- Smith, A., Joannesse, C., Morrill, L., Campbell, C. and Slawin, A. 2011. Isothiourea-catalyzed asymmetric O- to C-carboxyl transfer of furanyl carbonates. Synthesis (Stuttgart) 2011(12), pp. 1865-1879. (10.1055/s-0030-1260602)
- Belmessieri, D., Morrill, L., Simal, C., Slawin, A. M. Z. and Smith, A. D. 2011. Asymmetric Michael Addition-Lactonization of Carboxylic Acids. Synfacts 2011(4), pp. 436. (10.1055/s-0030-1259622)
- Aitken, R. A., Cleghorn, L. P., Leitch, R. M., Morrill, L. and Slawin, A. M. Z. 2010. Unexpected rearrangement leading to formation of a 1,3-Bis(triphenylphosphonio)prop-1-en-3-idyl carboxylate. European Journal of Organic Chemistry 2010(17), pp. 3211-3214. (10.1002/ejoc.201000143)
- Woods, P. A., Morrill, L., Lebl, T., Slawin, A. M. Z., Bragg, R. A. and Smith, A. D. 2010. Isothiourea-mediated stereoselectiveC-acylation of silyl ketene acetals. Organic Letters 12(11), pp. 2660-2663. (10.1021/ol1008747)
- Smith, A. et al. 2008. N-heterocyclic carbene catalysed oxygen-to-carbon carboxyl transfer of indolyl and benzofuranyl carbonates. Synthesis (Stuttgart) 2008(17), pp. 2805-2818. (10.1055/s-2008-1077890)
Book sections
- Van, K. N., Morrill, L., Smith, A. D. and Romo, D. 2016. Catalytic generation of ammonium enolates and related tertiary amine-derived intermediates: applications, mechanism and stereochemical models (n→π*). In: Vedejs, E. and Denmark, S. E. eds. Lewis Base Catalysis in Organic Synthesis. Wiley, pp. 527-654., (10.1002/9783527675142.ch13)
- Smith, A. D., Douglas, J., Morrill, L. C. and Richmond, E. 2014. Lewis base catalyzed asymmetric formal [2+2] cycloadditions. In: Nishiwaki, N. ed. Methods and Applications of Cycloaddition Reactions in Organic Syntheses. Wiley, pp. 89-114., (10.1002/9781118778173.ch03)
Ymchwil
Mae ymchwil yng ngrŵp Morrill yn canolbwyntio ar ddatblygu methodolegau newydd ar gyfer synthesis organig, gan ganolbwyntio ar themâu cyffredinol cynaliadwyedd a catalysis.
Mae'r meysydd sydd o ddiddordeb presennol yn cynnwys:
- Electrocemeg organig synthetig
- Frustrated Lewis Pair (FLP) / prif grŵp catalysis (mewn cydweithrediad â Dr Rebecca Melen)
- Benthyca catalysis hydrogen
- Cemeg cyanamide (mewn cydweithrediad â Syngenta)
Bydd y prosiectau hyn yn llwyfan ardderchog i fyfyrwyr talentog a llawn cymhelliant dderbyn hyfforddiant o'r radd flaenaf mewn cemeg organig synthetig a fydd yn eu paratoi'n drylwyr ar gyfer gyrfa yn y diwydiant cemegol yn y dyfodol neu yn y byd academaidd.
Rydym hefyd yn cymryd rhan weithredol mewn nifer o brosiectau ymchwil cydweithredol yn y meysydd canlynol:
- Mecanocemeg organig (cydweithrediad dan arweiniad Dr Duncan Browne)
- Ensymau artiffisial organocatalytig (arweinir gan Dr Louis Luk)
Gweler hefyd:
Addysgu
Darlithydd ar y cyrsiau canlynol:
CH5103 Sylfeini Cemeg Organig a Biolegol (Blwyddyn 1af)
CH5203 Cemeg Organig a Biolegol Bellach (2il flwyddyn)
CH3404 Synthesis anghymesur o fferyllol a chynhyrchion naturiol - Organocatalysis (4edd flwyddyn)
Arwain sesiynau tiwtorial ar y cyrsiau canlynol:
CH5103 Sylfeini Cemeg Organig a Biolegol
CH5202 Ceisiadau o Sbectrosgopeg Moleciwlaidd
CH5203 Cemeg Organig Systemau Bondio Multiply
CH4303 Cemeg Organig Uwch
Goruchwyliwr prosiect ar gyfer yr opsiynau canlynol:
CH3325 Blwyddyn Olaf B.Sc. prosiect
Prosiect MChem Blwyddyn Olaf CH3401
Bywgraffiad
Ganwyd Louis yn y Wig ar arfordir gogleddol yr Alban a chafodd ei radd MChem (Anrhydedd Dosbarth1af ) o Brifysgol St Andrews, gan gynnwys lleoliad diwydiannol blwyddyn yn AstraZeneca (Charnwood). Cwblhaodd ei brosiect ymchwil Meistr yn 2010 gyda'r Athro Andrew Smith.
Gan aros yn St Andrews, cwblhaodd ei Ph.D. dan gyfarwyddyd yr Athro Andrew Smith o'r enw "Functionalisation organocatalytic of Carboxylic Acids Using Isothioureas", a ariannwyd gan Ysgoloriaeth Carnegie-Caledonian fawreddog (2010-2014). Ehangodd y gwaith hwn y defnydd o isothioureas mewn catalysis sylfaen Lewis a dangosodd yr adwaith rhyng-foleciwlaidd cyntaf sy'n ffurfio bond o amoniwm carboxylig sy'n deillio o asid enolates
Ar gyfer ei ymchwil ôl-ddoethurol, symudodd i UC Berkeley i ymuno â grŵp ymchwil yr Athro Richmond Sarpong, gan fynd i fyd synthesis moleciwlau cymhleth. Yn benodol, roedd yn rhan o dîm a ddatblygodd syntheses cyflawn hynod effeithlon a chryno o gynhyrchion naturiol alcaloid diterpenoid.
Ym mis Mehefin 2015, dechreuodd ei yrfa ymchwil annibynnol ym Mhrifysgol Caerdydd, lle mae ar hyn o bryd yn Uwch Ddarlithydd mewn Cemeg Organig Synthetig.
Anrhydeddau a dyfarniadau
- Gwobr RSC Hickinbottom 2022 [cyswllt]
- Enwebwyd ar gyfer Gwobrau Cyfoethogi Bywyd Myfyrwyr Prifysgol Caerdydd – Athro Mwyaf Effeithiol (2017), Aelod Staff Mwyaf Deniadol (2023), Aelod Staff Mwyaf Calonogol (2018, 2022), a Thiwtor Personol y Flwyddyn (2018, 2019)
- Ysgoloriaeth PhD Ymddiriedolaeth Carnegie (2010-2014)
- Ysgoloriaeth Ôl-raddedig Syngenta (2012)
- Gwobr Miller (2010) – Myfyriwr Cyflawni Uchaf yn y Gyfadran Wyddoniaeth, Prifysgol St Andrews
- Gwobr Jiwbilî Irvine (2010) – Myfyriwr Cyflawni Uchaf mewn Cemeg Anrhydedd, Prifysgol St Andrews
- Gwobr F. D. Gunstone (2010) – Prosiect Cemeg Organig MChem Gorau, Prifysgol St Andrews
Ymrwymiadau siarad cyhoeddus
- 29ain Cyfarfod Adolygiad Blynyddol SCI, Llundain, DU, 6ed Rhagfyr 2023.
- Seminar Adrannol, Prifysgol Sheffield, DU, 22 Tachwedd 2023.
- Is-adran EuChemS Gweithdy Ymchwilydd Ifanc Cemeg Organig, Leuven, Gwlad Belg, 7 Gorffennaf 2023.
- Seminar Adrannol, Prifysgol Warwick, y DU, 14eg Mehefin 2023.
- Darlith Gwobr Hickinbottom, Prifysgol St Andrews, UK, 24 Mai, 2023.
- Darlith Cyfarfod Llawn Gwobr Hickinbottom, Cyfarfod Rhanbarthol De Orllewin Organig RSC, Prifysgol Reading, y DU, 17 Mai, 2023.
- Cyfarfod Llawn, Cyfarfod Electrosynthesis Bryste, Prifysgol Bryste, y DU, 3ydd Ebrill 2023.
- Seminar Adrannol, Université de Lyon, Ffrainc, 30th Mawrth 2023.
- Oxford Pfizer Symposium, Prifysgol Rhydychen, UK, 23 Chwefror 2023.
- Seminar Adrannol, Prifysgol Nottingham, y DU, 6ed Rhagfyr 2022.
Themâu ymchwil
Arbenigeddau
- Electrocemeg
- Cemeg radical am ddim
- Prif grŵp cemeg metel
- Cemeg organig
- Pontio cemeg metel