Towards a unified view of the solvatochromism of phenolate betaine dyes

被引:51
|
作者
Dominguez, Moises [1 ]
Caroli Rezende, Marcos [1 ]
机构
[1] Univ Santiago, Fac Quim & Biol, Santiago, Chile
关键词
chemical hardness; inverted solvatochromism; phenolate betaine dyes; MEROCYANINE-TYPE DYES; TYPICAL MEROCYANINE; SOLVENT POLARITY; CHARGE-TRANSFER; BEHAVIOR; REACTIVITY; RESONANCE; MOLECULE; HARDNESS; FORMS;
D O I
10.1002/poc.1599
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An attempt has been made in order to unify the three types of solvatoch rom isms (negative, positive and inverted) of phenolate betaine dyes by a working model which describes them as particular cases of a general behavior. The model, based on the calculation (gas phase) of the chemical hardness of donor and acceptor fragments, was applied to 56 examples from the literature. As a result, the investigated compounds were grouped according to the sum of the hardnesses of their (non-interacting) fragments, this sum being larger for a negative, intermediate for an inverted, and smaller for a positive solvatochromic behavior. Copyright (C) 2009 John Wiley & Sons, Ltd.
引用
收藏
页码:156 / 170
页数:15
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