Synthesis, characterization, and optical properties of 4H-pyran-4-ylidene donor-based chromophores: the relevance of the location of a thiophene ring in the spacer

Natalia Martínez de Baroja; Javier Garín; Jesús Orduna; Raquel Andreu; María Jesús Blesa; Belén Villacampa; Raquel Alicante; Santiago Franco

doi:10.1021/jo300373m

Synthesis, characterization, and optical properties of 4H-pyran-4-ylidene donor-based chromophores: the relevance of the location of a thiophene ring in the spacer

J Org Chem. 2012 May 18;77(10):4634-44. doi: 10.1021/jo300373m. Epub 2012 May 2.

Authors

Natalia Martínez de Baroja¹, Javier Garín, Jesús Orduna, Raquel Andreu, María Jesús Blesa, Belén Villacampa, Raquel Alicante, Santiago Franco

Affiliation

¹ Departamento de Química Orgánica, ICMA, Universidad de Zaragoza-CSIC, 50009 Zaragoza, Spain.

PMID: 22524259
DOI: 10.1021/jo300373m

Abstract

A series of new 4H-pyran-4-ylidene donor-based chromophores with a thiophene ring in the spacer has been synthesized. The linear and nonlinear optical (NLO) properties of these compounds have been determined and compared with the results of computational calculations. The position of the thiophene ring proved essential to optimize the figure of merit μβ, with the best results obtained when the heterocyclic system was closer to the donor moiety.