Access to Bicyclo[4.2.0]octene Monomers To Explore the Scope of Alternating Ring-Opening Metathesis Polymerization

被引：13

作者：

Chen, Lei ^{[1
]}

Li, Liqiang ^{[1
]}

Sampson, Nicole S. ^{[1
]}

机构：

[1] SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 05期

关键词：

RADICAL POLYMERIZATION; COPOLYMERS; POLYMERS; SEQUENCE; PROVIDES;

D O I：

10.1021/acs.joc.8b00054

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bicyclo [4.2.0]oct-1(8)-ene-8-carboxamides undergo alternating ring-opening metathesis polymerization (AROMP) with cyclohexene. Herein, a general method for the preparation of bicyclo[4.2.0]oct-(8)-ene-8-carboxy derivatives is described. The central 8-cyano intermediate provides entry to five different functional group substituents on the alkene. These monomers were tested as potential substrates for AROMP with cyclohexene. In addition to the carboxamide, the carboxynitrile and carboxaldehyde are also substrates for AROMP. In the case of the carboxaldehyde, the polymer is regioregular. However, the addition of carboxynitrile is stereoirregular and slow.

引用

页码：2892 / 2897

页数：6

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