Efficient and Mild C-H Alkenylation of Heteroarenes Activated by Thioether-Coordinated Palladium Catalyst

Author/​Artist
O'Leary, Cecily Shannon [Browse]
Format
Senior thesis
Language
English
Description
37 pages

Details

Advisor(s)
Carrow, Bradley P. [Browse]
Department
Princeton University. Department of Chemistry [Browse]
Class year
2016
Summary note
Cross Dehydrogenative Coupling is a green and more efficient synthetic technique than traditional coupling chemistry because there is no prefunctionalization step. Ancillary ligands using simple sulfur ligands can increase the Pd catalyst yields comparable to inexpensive Phosphate ligands, which are not oxidatively stable. Thioether ligands are oxidatevly stable and odorless and have been shown to function under mild conditions. Select thioether ligands can activate electron rich alkenes and activate non-thermodynamically favored arene sites. In addition, methionine is a viable thioether ligand target opening the possibility for protein and amino acid based Pd catalysis.

Supplementary Information