New Methods for Carbon-Hydrogen Bond Functionalization
Professor Olafs Daugulis (University of Houston, Department of Chemistry)
Host: Professor Ross Widenhoefer
Friday, October 5, 2018 - 2:40pm to 4:10pm
Location: French Family Science Center 2237
Rosenthal, Janet

Link for Professor Daugulis

Abstract:  In recent years, C-H bond functionalization has matured from an academic curiosity to widespread applications in synthesis of complex natural products and drugs.1 Carbon-hydrogen bonds are the most abundant functionality in organic molecule. Consequently, their use as a functional group for further conversions would allow the shortening of synthetic pathways saving reagents, solvents, and decreasing labor costs. Since the amount of generated chemical waste is decreased, positive impact of this chemistry on environment is obvious as well. This talk will describe the development and use of bidentate, monoanionic auxiliaries for transition-metal catalyzed C-H bond functionalization reactions. We have shown that using electron-rich bidentate directing groups, functionalization of alkyl sp3 C-H bonds under palladium catalysis is possible. More recent developments show that a number of abundant base metal complexes catalyze functionalization of sp2 C-H bonds. Additionally, we have expanded the scope of directing groups to sulfur- and phosphorous-containing moieties.


  1. Daugulis, O.; Roane, J.; Tran, L. D. Acc. Chem. Res. 201548, 1053-1064.Dodd, J. S.; Solla, L.; Bérard, P. M. References. In The ACS Style Guide; Coghill, A. M., Garson, L. R., Eds.; ACS: Washington, DC, 2006; pp 287-341.