N,N-dimethyl-beta-alanine as an inexpensive and efficient ligand for palladium-catalyzed Heck reaction.

Autor: Cui X; Department of Chemistry, University of Science and Technology of China, Hefei 230026, China., Li Z, Tao CZ, Xu Y, Li J, Liu L, Guo QX
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2006 Jun 08; Vol. 8 (12), pp. 2467-70.
DOI: 10.1021/ol060585n
Abstrakt: N,N-Dimethyl-beta-alanine was found to be a more powerful phosphine-free ligand than the previously reported ligand, N,N-dimethylglycine, in the Pd-catalyzed Heck reaction for a variety of aryl bromides, aryl iodides, and activated aryl chlorides with a practical turnover number of 10(3). Both kinetic and theoretical studies suggested that N,N-dimethyl-beta-alanine led to faster oxidative addition of an aryl halide to Pd than N,N-dimethylglycine. [reaction: see text]
Databáze: MEDLINE