Development and Applications of Transesterification Reactions Catalyzed by N-Heterocyclic Olefins

作者:Blumel Marcus; Noy Janina Miriam; Enders Dieter; Stenzel Martina H; Nguyen Thanh V*
来源:Organic Letters, 2016, 18(9): 2208-2211.
DOI:10.1021/acs.orglett.6b00835

摘要

A novel method to utilize N-heterocyclic olefins (NHOs), the alkylidene derivatives of N-heterocycic carbenes, as organocatalysts to promote transesterification reactions has been developed. Because of their strong Bronsted/Lewis basicity, NHOs can enhance the nucleophilicity of alcohols for their acylation reactions with carboxylic esters. This transformation can be employed in industrially relevant processes such as the production of biodiesel, the depolymerization of polyethylene terephthalate (PET) from plastic bottles for recycling purposes, and the ring-opening polymerization of cyclic esters to form biodegradable polymers such as polylactide (PLA) and polycaprolactone (PCL).

  • 出版日期2016-5-6