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Synthesis and structural analysis of conjugated benzoxazaborine derivatives
Authors:Tomoyuki Ohishi  Kaori Igarashi  Hiroki Kadosono  Shoko Kikkawa  Isao Azumaya  Akihiro Yokoyama
Institution:1. Department of Materials and Life Science, Faculty of Science and Technology, Seikei University, 3-3-1 Kichijoji-kitamachi, Musashino, Tokyo 180-8633, Japan;2. Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan
Abstract:Benzoxazaborine derivatives were synthesized by the dehydration condensation reaction of 2-aminobenzyl alcohols with arylboronic acids. The insensitivity of the benzoxazaborines to hydrolysis allowed these compounds to be isolated by silica gel column chromatography. The single crystal X-ray structural analysis demonstrated the highly planar structure of the benzoxazaborine unit, and the B/>N bond length indicated an extended π-conjugated system.</td>
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Keywords:Condensation reaction  Reversible reaction  Benzoxazaborine  2-Aminobenzyl alcohol  Boronic acid
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