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 (1H, 13C, 11B 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 × 10−30 cm5 esu−1 at 1.064 μm for the monomeric derivative rises to 19.5 × 10−30 cm5 esu−1 in the dimeric specie.

Graphical abstractThe molecular hyperpolarizabilities of two chiral boronates were investigated by the electric field induced second harmonic (EFISH) technique and semi-empirical calculations. The dimeric oxobridge derivative is two times more efficient than the monomeric specie.Figure optionsDownload full-size imageDownload as PowerPoint slide