Avenues into the synthesis of illusive poly(m-phenylene-alt-squaraine)s:: Polycondensation of m-phenylenediamines with squaric acid intercepted by intermediate semisquaraines of exceptionally low reactivity

被引：15

作者：

Block, MAB ^{[1
]}

Khan, A ^{[1
]}

Hecht, S ^{[1
]}

机构：

[1] Free Univ Berlin, Inst Chem Organ Chem, D-14195 Berlin, Germany

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 01期

关键词：

D O I：

10.1021/jo035399z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis and properties of a novel class of ortho-dialkylamino-substituted semisquaraines are described. The exceptionally low reactivity of the investigated compounds is caused by an intramolecular hydrogen bond as evidenced by experimental and computational studies. Although this constitutes the reason for our failed attempts to prepare poly(m-phenylene-alt-squaraine)s, the discovered influence of hydrogen bonding on the photophysical properties of these semisquaraines provides a promising new motif for sensor design.

引用

页码：184 / 187

页数：4

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