Synthesis of β-Lactones: A Highly Active and Selective Catalyst for Epoxide Carbonylation

作者：Yutan D. Y. L. Getzler, Viswanath Mahadevan, Emil B. Lobkovsky, Geoffrey W. Coates · 发表于：Journal of the American Chemical Society · 年份：2002 · DOI：10.1021/ja017434u · 被引用次数：193 · 研究领域：Carbon dioxide utilization in catalysis、biodegradable polymer synthesis and properties、Chemical Synthesis and Reactions

A new highly active and selective catalyst for the synthesis of beta-lactones from CO and epoxides is reported. The catalyst, [(N,N'-bis(3,5-di-tert-butylsalicylidene) phenylenediamino)Al(THF)2][Co(CO)4] ([(salph)Al(THF)2][Co(CO)4]) is easily prepared from the corresponding (salph)AlCl and NaCo(CO)4. At 50 degrees C and 880 psi of CO, the catalyst (1 mol %) carbonylates epoxides such as propylene oxide, 1-butene oxide, epichlorohydrin, and isobutylene oxide to the lactones beta-butyrolactone, beta-valerolactone, gamma-chloro-beta-butyrolactone, and beta-methyl-beta-butyrolactone in high yield. (R)-Propylene oxide was carbonylated to (R)-beta-butyrolactone with retention of stereochemistry.