Synthesis and quadratic molecular hyperpolarizabilities of two new chiral boronates:: Computational and experimental study

A monomeric boronate and an oxobridged chiral dimer were obtained by reaction of the ligand derived from 4-diethylaminosalicylaldehyde with (R)-(-)-phenylglycinol, and phenyl boronic acid or boric acid. The compounds were fully characterized by spectroscopic techniques (H-1, C-13, B-11 NMR, elemental analyses, IR and masses spectrometry); and their molecular hyperpolarizabilities were investigated by the electric field induced second harmonic (EFISH) technique and semi-empirical calculations. The experimental quadratic hyperpolarizability which is equal to 9.8 x 10(-30) cm(5) esu(-1) at 1.064 mu m for the monomeric derivative rises to 19.5 x 10(-30) cm(5) esu(-1) in the dimeric specie. (c) 2005 Elsevier B.V. All rights reserved.