4.6 Article

Solvatochromic and Single Crystal Studies of Two Neutral Triarylmethane Dyes with a Quinone Methide Structure

Journal

MOLECULES
Volume 20, Issue 11, Pages 20688-20698

Publisher

MDPI AG
DOI: 10.3390/molecules201119724

Keywords

triarylmethane dyes; crystal structure; solvatochromic studies

Funding

  1. Direccion General de Investigacion Cientifica y Tecnica DGICYT
  2. European Fondo Europeo de Desarrollo Regional FEDER funds [MAT2012-38429-C04-01, MAT2012-38429-C04-02]
  3. Generalitat Valenciana [PROMETEOII/2014/047]

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The crystal structure of two neutral triarylmethane dyes with a p-quinone methide core was determined by X-ray diffraction analysis. The spectroscopic characteristics of both compounds in 23 solvents with different polarities or hydrogen-bonding donor (HBD) abilities has been studied as a function of three solvatochromic parameters (E-T(30), * and ). Both compounds 1 and 2 showed a pronounced bathochromic shift of the main absorption band on increasing solvent polarity and HBD ability. The correlation is better for compound 2 than for compound 1. The stronger effect and better correlation was observed for compound 2 with the increment of the solvent HBD ability ( parameter).

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