Hydrogen-Bonded Dimers in Dipyrrinones and Acyldipyrrinones

被引：0

作者：

Michael T. Huggins

David A. Lightner

机构：

[1] Department of Chemistry,

[2] University of Nevada,undefined

[3] Reno,undefined

[4] NV 89557-0020,undefined

[5] USA,undefined

来源：

Monatshefte für Chemie / Chemical Monthly | 2001年 / 132卷

关键词：

Keywords. Pyrrole; X-Ray structure; Hydrogen bonding; Vapor pressure osmometry.;

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学科分类号：

摘要：

A crystal structure determination of the 9-acyl-dipyrrinone 9-butanoyl-2,3,7,8-tetramethyl-(10H)-dipyrrin-1-one indicates the presence of intermolecularly hydrogen-bonded dimers; however, in CHCl3 solution the pigment is monomeric as determined by vapor pressure osmometry measurements. Lacking an alkyl group at C(8), the 9-acyl-dipyrrinone exhibits only a weak tendency to form dimers in CHCl3 (KA ∼ 60 M−1) as determined by analysis of variable temperature 1H NMR data. In contrast, when the 9-acyl group is replaced by formyl or when the acyl group is fixed in a syn orientation to the pyrrole NH, the dipyrrinone is strongly prone to dimerization in CHCl3.

引用

页码：203 / 221

页数：18