Structural reassignment of the mono- and bis-addition products from the addition reactions of N-(diphenylmethylene)glycinate esters to [60]fullerene under Bingel conditions

被引：28

作者：

Ball, GE

Burley, GA

Chaker, L

Hawkins, BC

Williams, JR

Keller, PA ^{[1
]}

Pyne, SG

机构：

[1] Univ Wollongong, Dept Chem, Wollongong, NSW 2522, Australia

[2] Univ New S Wales, Sch Chem, NMR Facil, Sydney, NSW 2052, Australia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 21期

关键词：

D O I：

10.1021/jo051282u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition of N-(diphenylmethylene)glycinate esters (Ph2C=NCH2COR) to [60]fullerene under Bingel conditions gives [60]fullerenyldihydropyrroles and not methano[60]fullerenyl iminoesters [C60C(CO2R)(N CPh2)] as previously reported. Unequivocal evidence for the structure Of C60C(CO2Et)(N=CPh2) was provided by INADEQUATE NMR studies on C-13 enriched material. New mechanistic details are proposed to account for the formation of [60]fullerenyldihydropyrroles and their reductive ring-opening reactions.

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收藏

页码：8572 / 8574

页数：3

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