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https://doi.org/10.37358/Rev.Chim.1949

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Revista de Chimie (Rev. Chim.), Year 2013, Volume 64, Issue 9,





RODICA BUHACEANU, NECULAI CATALIN LUNGU, NORINA CONSUELA FORNA, IULIEAN VASILE ASAFTEI,PAUL CHIRITA, MIHAIL LUCIAN BIRSA
The Influence of Bromine Substituent on Optical Properties
of Some 1,3-Dithiolium Derivatives

Abstract:

Mesoionic 2-[2-(dialkylamino)-1,3-dithiol-2-ylium-4-yl]phenolates bearing two bromine substituents on the phenolate moiety have been obtained by the heterocondensation of the corresponding phenacyl carbodithioates. These compounds have been investigated in terms of the influence of bromine substituents on the optical properties of this type of mesoionic phenolates. The bromine substituents were found to induce a negative solvatochromism and a batochromic shift of the long-wavelenght, solvent dependent, absorption band. In polar solvents, 4-(3,5-dibromo-2-hydroxyphenyl)-2-dialkylamino-1,3-dithiol-2-ylium perchlorates have been found to be in equilibrium with the corresponding mesoionic phenolates. Keywords: intramolecular charge transfer, negative solvatochromism, dithiocarbamates, 1,3-dithiolium salts, mesoionic compounds


Issue: 2013, Volume 64, Issue 9
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