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Towards a unified view of the solvatochromism of phenolate betaine dyes
Author(s) -
Domínguez Moisés,
Rezende Marcos Caroli
Publication year - 2010
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.1599
Subject(s) - solvatochromism , betaine , chemistry , acceptor , computational chemistry , chemical physics , organic chemistry , molecule , condensed matter physics , physics
An attempt has been made in order to unify the three types of solvatochromisms (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 © 2009 John Wiley & Sons, Ltd.