Push–Pull Azo-Chromophores Containing Two Fused Pentatomic Heterocycles
and Their Nonlinear Optical Properties

Roberto, Centore; Sandra, Fusco; Peluso, Andrea; Capobianco, Amedeo; Matthias, Stolte; Graziano, Archetti; Hans Georg Kuball,

doi:10.1002/ejoc.200900218

We have developed procedures for the synthesis of push–pull azo-chromophores containing the s-triazolo[3,4-b]thiadiazole heterocycle compatible with the presence of electron-acceptor groups (nitrophenyl group) as substituents on both the triazole and thiadiazole rings. The linear and non-linear optical properties of the synthesized chromophores have been characterized by the EFISH technique, electro-optical absorption spectroscopy and DFT calculations. The combined results indicate a significant modulation of the properties of the chromophores depending on the substitution pattern on the heterobicycle. Fast UV-driven trans cis and slower thermally driven cis trans isomerizations around the N=N bond were observed and characterized for the chromophores.

Titolo:	Push–Pull Azo-Chromophores Containing Two Fused Pentatomic Heterocycles and Their Nonlinear Optical Properties
Autori:	Roberto Centore Sandra Fusco PELUSO, Andrea CAPOBIANCO, Amedeo Matthias Stolte Graziano Archetti Hans Georg Kuball mostra contributor esterni nascondi contributor esterni
Data di pubblicazione:	2009
Rivista:	EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Abstract:	We have developed procedures for the synthesis of push–pull azo-chromophores containing the s-triazolo[3,4-b]thiadiazole heterocycle compatible with the presence of electron-acceptor groups (nitrophenyl group) as substituents on both the triazole and thiadiazole rings. The linear and non-linear optical properties of the synthesized chromophores have been characterized by the EFISH technique, electro-optical absorption spectroscopy and DFT calculations. The combined results indicate a significant modulation of the properties of the chromophores depending on the substitution pattern on the heterobicycle. Fast UV-driven trans cis and slower thermally driven cis trans isomerizations around the N=N bond were observed and characterized for the chromophores.
Handle:	http://hdl.handle.net/11386/4141053
Appare nelle tipologie:	1.1.2 Articolo su rivista con ISSN

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