Issue 43, 2012
From the journal:

Organic & Biomolecular Chemistry

Cycloaddition reactions of polyenic donor–π-acceptor systems with an electron-rich alkyne: access to new chromophores with second-order optical nonlinearities†‡

Elena Galán,a   Raquel Andreu,*a   Javier Garín,a   Jesús Orduna,a   Belén Villacampab  and  Beatriz E. Diosdadoc  

* Corresponding authors

a Departamento de Química Orgánica, ICMA, Universidad de Zaragoza-CSIC, 50009 Zaragoza, Spain
E-mail: randreu@unizar.es

b Departamento de Física de la Materia Condensada, ICMA, Universidad de Zaragoza-CSIC, 50009 Zaragoza, Spain

c Servicio de Difracción de Rayos X y Análisis por Fluorescencia, ICMA, Universidad de Zaragoza-CSIC, 50009 Zaragoza, Spain

Abstract

The formal [2 + 2] cycloaddition–cycloreversion (CA–CR) between 4-ethynyl-N,N-dimethylaniline and polyenic Donor–π-Acceptor (D–π-A) systems takes place to yield compounds bearing two donors and one acceptor. Structural, linear and second-order nonlinear optical (NLO) properties of the new molecules reveal the stronger polarization of these systems when compared to analogous merocyanines lacking the dimethylaminophenyl (DMA) ring.

Graphical abstract: Cycloaddition reactions of polyenic donor–π-acceptor systems with an electron-rich alkyne: access to new chromophores with second-order optical nonlinearities

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Article information

DOI
https://doi.org/10.1039/C2OB26515J
Article type
Paper
Submitted
01 Aug 2012
Accepted
11 Sep 2012
First published
12 Sep 2012

Org. Biomol. Chem., 2012,10, 8684-8691

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Cycloaddition reactions of polyenic donor–π-acceptor systems with an electron-rich alkyne: access to new chromophores with second-order optical nonlinearities

E. Galán, R. Andreu, J. Garín, J. Orduna, B. Villacampa and B. E. Diosdado, Org. Biomol. Chem., 2012, 10, 8684 DOI: 10.1039/C2OB26515J

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