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

• Published in: Journal of organometallic chemistry 2006-04, Vol.691 (8), p.1722-1732
• Main Authors: Rivera, Jose Maria, Guzmán, David, Rodriguez, Mario, Lamère, Jean François, Nakatani, Keitaro, Santillan, Rosa, Lacroix, Pascal G., Farfán, Norberto
• Format: Article
• Language: English
• Subjects: Chemical Physics; DFT; Diorganotin; Multinuclear NMR; NLO properties; Physics; X-ray structure
• ISSN: 0022-328X; 1872-8561; 0022-328X
• DOI: 10.1016/j.jorganchem.2005.12.038

The molecular and solid state nonlinear optical properties of chiral organotin derivatives are reported. One of them exhibtits an efficiency 11 times that of urea in second harmonic generation. 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 (1 R,2 S)-(+)-norephedrine, ( R)-(−)-phenylglycinol, ( R)-(−)-1-amino-2-propanol and (1 S,2 R)-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 μm. The properties are discussed in relation with computational studies conducted within the framework of the DFT theory.