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

被引：67
|
作者：
Blumel, Marcus [1 ,2 ]
Noy, Janina-Miriam [1 ]
Enders, Dieter [2 ]
Stenzel, Martina H. [1 ]
Nguyen, Thanh V. [1 ]
机构：
[1] Univ New S Wales, Sch Chem, Sydney, NSW 2052, Australia
[2] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany
来源：
ORGANIC LETTERS | 2016年 / 18卷 / 09期
基金：
澳大利亚研究理事会;
关键词：
ORGANOCATALYSTS; POLYMERIZATION; AMIDATION; CARBENES; CO2;
D O I：
10.1021/acs.orglett.6b00835
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
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).
引用
收藏
页码：2208 / 2211
页数：4
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