Work

Design and preparation of new palladium precatalysts for C–C and C–N cross-coupling reactions

Year: 2012

Type: article

Abstract: A series of easily prepared, phosphine-ligated palladium precatalysts based on the 2-aminobiphenyl scaffold have been prepared. The role of the precatalyst-associated labile halide (or pseudohalide) in the formation and stability of the palladacycle has been examined. It was found that replacing the chloride in the previous version of the precatalyst with a mesylate leads to a new class of precatalysts with improved solution stability and that are readily prepared from a wider range of phosphine ligands. The differences between the previous version of precatalyst and that reported here are explored. In addition, the reactivity of the latter is examined in a range of C-C and C-N bond forming reactions.

Source: Chemical Science

DOI: 10.1039/c2sc20903a

Authors: Nicholas C. Bruno, Matthew T. Tudge, Stephen L. Buchwald

Institutions: Massachusetts Institute of Technology, Merck & Co., Inc., Rahway, NJ, USA (United States)

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Awards: CATALYTIC METHODS FOR ORGANIC SYNTHESIS, Late Transition Metal Catalysts for Organic Synthesis, Catalytic Methods for Organic Synthesis