Richmond Home
Dr. Anton Toutov
Affiliated Research Scholar
Profile

Dr. Toutov’s research centers around the discovery and development of Earth-abundant element catalysts and reagents. In particular, his work has focused on utilizing alkaline salts of sodium and potassium to promote organic reactions including C–H bond functionalization and aromatic C–X bond reduction by novel mechanisms.  Dr. Toutov is also the co-Founder and Chief Scientist of Fuzionaire, Inc., a Los Angeles-based science and technology start-up company spun out of Caltech in 2016.

Selected Publications
Articles

Banerjee, S.; Yang, Y.-F.; Jenkins, I. D.; Toutov, A. A.; Liu, W.-B.; Schuman, D. P.; Grubbs, R. H.; Stoltz, B. M.; Krenske, E. H.; Houk, K. N. and Zare, R. N. Ionic and Neutral Mechanisms for C–H Bond Silylation of Aromatic Heterocycles Catalyzed by Potassium tert-Butoxide. Journal of the American Chemical Society 2017, 139, 6880

 Liu, W.-B.; Schuman, D. P.; Yang, Y.-F.; Toutov, A. A.; Liang, Y.; Klare, H. F. T.; Nesnas, N.; Oestreich, M.; Blackmond, D. G.; Virgil, S. C.; Banerjee, S.; Zare, R. N.; Grubbs, R. H.; Houk, K. N. and Stoltz, B. M. Potassium tert-Butoxide–Catalyzed Dehydrogenative C–H Silylation of Heteroaromatics: A Combined Experimental and Computational Mechanistic Study. Journal of the American Chemical Society 2017, 139, 6867

 Toutov, A. A.; Salata, M.; Fedorov, A.; Yang, Y.-F.; Liang, Y.; Cariou, R.; Betz, K. N.; Couzijn, E. P. A.; Shabaker, J. W.; Houk, K. N. & Grubbs, R. H. A Potassium tert-Butoxide and Hydrosilane System for Ultra-Deep Desulfurization of Fuels. Nature Energy 2017, 2, 17008

 Toutov, A. A.; Betz, K. N.; Schuman, D. P.; Liu, W.-B.; Fedorov, A.; Stoltz, B. M. & Grubbs, R. H. Alkali Metal-Hydroxide–Catalyzed C(sp)–H Bond Silylation. Journal of the American Chemical Society, 2017, 139, 1668

 Toutov, A. A.; Betz, K, N.; Haibach, M.; Romine, A. M. & Grubbs, R. H. Sodium Hydroxide Catalyzed Dehydrocoupling of Alcohols with Hydrosilanes. Organic Letters 2016, 18, 5776

 Toutov, A. A.; Liu, W.-B.; Stoltz, B. M.; Grubbs, R. H.  Potassium tert-Butoxide–Catalyzed Dehydrogenative Cross-Coupling of Heteroarenes with Hydrosilanes. Organic Syntheses 2016, 93, 263

 Toutov, A. A.; Betz, K, N.; Stoltz, B. M. & Grubbs, R. H. Catalytic C–H bond Silylation of Aromatic Heterocycles. Nature Protocols 201510, 1897

 Toutov, A. A.; Liu, W.-B.; Betz, K, N.; Fedorov, A.; Stoltz, B. M. & Grubbs, R. H. Silylation of C–H Bonds in Aromatic Heterocycles by an Earth-Abundant Metal Catalyst. Nature 2015518, 80

 Fedorov, A.; Toutov, A. A.; Swisher, N. A. & Grubbs. R. H. Lewis-Base Silane Activation: From Reductive Cleavage of Aryl Ethers to Selective ortho-Silylation. Chemical Science 20134, 1640

 Schneider, C.; David, E.; Toutov, A. A.; Snieckus, V. In Situ Anionic Shielding for Regioselective Metalation: Directed peri and Iterative Metalation Routes to Polyfunctionalized 7-Azaindoles. Angewandte Chemie International Edition 2012, 51, 2722

Education
Ph.D., California Institute of Technology
Chemistry
Contact Information
Gottwald Center for the Sciences
Areas of Expertise
Organic synthesis and catalysis