Article ID Journal Published Year Pages File Type
1325912 Journal of Organometallic Chemistry 2008 14 Pages PDF
Abstract

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 α- and β-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 1H, 11B and 13C 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.

Graphical abstractThe X-ray structure and NMR characterization of a series of boronates is reported. The α- and β-angle between the stilbene skeleton and the aryl or naphthylboronic fragments are indicative of different conformations. Second- and third-order non-linear optical characterization was also performed.Figure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
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