Synthesis, characterization and nonlinear optical properties in a series of new chiral organotin(IV) Schiff base complexes

Jose Maria Rivera (1) , David Guzman (1) , Mario Rodriguez (1) , Jean François Lamère (2) , Keitaro Nakatani (3) , Rosa Santillan (1) , Pascal G. Lacroix (2) , Norberto Farfan (4)

1 Departamen to de Quimica
2 LCC - Laboratoire de chimie de coordination
3 PPSM - Laboratoire de Photophysique et Photochimie Supramoléculaires et Macromoléculaires
4 Departamento de Quimica Organica

Four new chiral organotin derivatives are reported with their crystal structure. They were synthesized by reaction of diphenyltin oxide and four different ligands obtained from the Schiff base condensation of 4-(diethylamino)salicylaldehyde and (1R,2S)-(+)-norephedrine, (R)-()-phenylglycinol, (R)-()-1-amino-2-propanol and (1S,2R)-2-amino-1,2-diphenylethanol. Their nonlinear optical properties were investigated experimentally in solid state and with the electric field induced second harmonic (EFISH) technique. In particular, the compound obtained with (R)-()-phenylglycinol exhibits an efficiency 11 times that of urea in second harmonic generation at 1.907 lm. The properties are discussed in relation with computational studies conducted within the framework of the DFT theory. 2005 Elsevier B.V. All rights reserved.

Mots clés: Diorganotin; Multinuclear NMR; X-ray structure; NLO properties; DFT

Domaines: Chimie-Physique [physics.chem-ph]

Jose Maria Rivera, David Guzman, Mario Rodriguez, Jean François Lamère, Keitaro Nakatani, et al.. Synthesis, characterization and nonlinear optical properties in a series of new chiral organotin(IV) Schiff base complexes. Journal of Organometallic Chemistry, 2006, 691, pp.1722-1732. ⟨10.1016/j.jorganchem.2005.12.038⟩. ⟨hal-00118311⟩