The mechanism of TBD-catalyzed ring-opening polymerization of cyclic esters

被引:176
|
作者
Simon, Luis [1 ]
Goodman, Jonathan M. [1 ]
机构
[1] Univ Cambridge, Dept Chem, Unilever Ctr Mol Sci Informat, Cambridge CB2 1EW, England
来源
JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 25期
关键词
D O I
10.1021/jo702088c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Triazabicyclodecene (TBD) has recently been shown to be an effective organocatalyst for the ring-opening polymerization (ROP) of cyclic esters. Using DFT methods, we have studied possible mechanisms of this reaction. Our studies explain not only the narrow polydispersity index (PDI) observed in the ROP of six-membered ring lactones, but also the surprising failure of the ROP for the more reactive butyrolactone.
引用
收藏
页码:9656 / 9662
页数:7
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