Synthesis, crystal structure and non-linear optical properties of boronates derivatives of salicylideniminophenols
Por:
Munoz, BM, Santillan R., Rodríguez M., Méndez J.M., Romero M., Farfán N., Lacroix P.G., Nakatani K., Ramos-Ortíz G., Maldonado J.L.
Publicada:
1 abr 2008
Resumen:
The condensation in one step of a series of salicylaldehydes and 2-amino-5-nitrophenol with 1-naphthylboronic acid, 2-naphthylboronic acid, and o-tolylboronic acid to give the corresponding boronates 1a-3a, 1b-3b and 1c-3d, is reported. The X-ray crystal structures of 1a, 2b and 3b allowed determining the alpha- and beta-angle between the stilbene skeleton and the aryl or naphthylboronic fragments; these values are indicative of different conformations for the aryl moieties around the (B-C) boron-carbon bond which could potentially modulate the electronic properties on the boron stilbene compounds. All compounds were characterized by (1)H, (11)B and (13)C NMR spectroscopy, UV, IR and mass spectrometry. Second- and third-order non-linear optical characterizations were also performed by EFISH and THG Maker Fringe techniques, respectively. Compounds 3a-3d containing an -N(Et)(2) donor group gave the best NLO response in second- and third-order. (C) 2008 Elsevier B.V. All rights reserved.
Filiaciones:
Santillan R.:
Departamento de Química, Centro de Investigación y de Estudios Avanzados del IPN, Apdo, Postal 14-740, 07000, México D.F., Mexico
Rodríguez M.:
Departamento de Química, Centro de Investigación y de Estudios Avanzados del IPN, Apdo, Postal 14-740, 07000, México D.F., Mexico
Méndez J.M.:
Univ Nacl Autonoma Mexico, Fac Quim, Dept Quim Organ, Mexico City 04510, DF, Mexico
Romero M.:
Univ Nacl Autonoma Mexico, Fac Quim, Dept Quim Organ, Mexico City 04510, DF, Mexico
Farfán N.:
Univ Nacl Autonoma Mexico, Fac Quim, Dept Quim Organ, Mexico City 04510, DF, Mexico
Lacroix P.G.:
Laboratoire de Chimie de Coordination, CNRS, 205 route de Narbonne, 31077 Toulouse, France
Nakatani K.:
Lab. de Photophysique et Photochimie Supramoleculaires et Macromoleculaires (UMR 8531 du CNRS), Ecole Normale Supérieure de Cachan, Avenue du Président Wilson, 94235 Cachan, France
Ramos-Ortíz G.:
Centro de Investigaciones en ÓPtica, A.P. 1-948, 37000 León, Gto., Mexico
Maldonado J.L.:
Centro de Investigaciones en ÓPtica, A.P. 1-948, 37000 León, Gto., Mexico
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