Organocatalysis
We carry out computations on a variety of organic reactions catalyzed by organic molecules. In particular, we are interested in catalysts that make use of "non-traditional" intermolecular interactions, e.g., C-H---lone pair, C-H---pi, sulfur---lone pair interactions.
Nguyen, Q. N. N.; Lodewyk, M. W.; Bezer, S.; Gagne, M. R.; Waters, M. L.; Tantillo, D. J. ACS Catal. 2015, 5, 1617-1622: "Effects of Helix Macrodipole and Local Interactions on Catalysis of Acyl Transfer by alpha-Helical Peptides"
Abbasov, M. E.; Hudson, B. M.; Tantillo, D. J.; Romo, D. J. Am. Chem. Soc. 2014, 136, 4492-4495: "Acylammonium Salts as Dienophiles in Diels-Alder/Lactonization Organocascades," highlighted in SYNFACTS.
Bezer, S.; Matsumoto, M.; Lodewyk, M. W.; Lee, S. J.; Tantillo, D. J.; Gagne, M. R.; Waters, M. L. Org. Biomol. Chem. 2014, 12, 1488-1494: "Identification and Optimization of Short Helical Peptides with Novel Reactive Functionality as Catalysts for Acyl Transfer by Reactive Tagging"
Maity, P.; Pemberton, R. P.; Tantillo, D. J.; Tambar, U. K. J. Am. Chem. Soc. 2013, 135, 16380-16383: "Bronsted Acid Catalyzed Enantioselective Indole Aza-Claisen Rearrangement Mediated by an Arene CH-O Interaction," highlighted in SYNFACTS.
Nguyen, Q. N. N.; Lodewyk, M. W.; Bezer, S.; Gagne, M. R.; Waters, M. L.; Tantillo, D. J. ACS Catal. 2015, 5, 1617-1622: "Effects of Helix Macrodipole and Local Interactions on Catalysis of Acyl Transfer by alpha-Helical Peptides"
Campos, R. B.; Menezes, L. R. A.; Barison, A.; Tantillo, D. J.; Orth, E. S. Chem. Eur. J. 2016, 22, 15521-15528: "The Importance of Methyl Positioning and Tautomeric Equilibria for Imidazole Nucleophilicity"
Campos, R. B.; Silva, V. B.; Menezes, L. R. A.; Fernandez, J. M.; Barison, A.; Oliveira, A. R. M.; Tantillo, D. J.; Orth, E. S. Chem. Eur. J. 2020, 26, 5017-5026: "Competitive Reactivity of Tautomers in the Degradation of Organophosphates by Imidazole Derivatives"
Wakchaure, V. N.; Desnoo, W.; Laconsay, C. J.; Leutzsch, N.; Tsuji, N.; Tantillo, D. J.; List, B. Nature 2024, 625, 287-292: "Catalytic Asymmetric Cationic Shifts of Aliphatic Hydrocarbons"
