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New bicyclic organylboronic esters derived from iminodiacetic acids
Affiliation:1. Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, College of Chemistry and Materials, Nanning Normal University, Nanning 530001, China;2. Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China;3. School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China
Abstract:The reactions of phenylboronic acid or dinethylthexyboronic ester with iminodiacetic- or N-methyliminodiacetic acids lead to high yield to the air-stable bicyclic esters (N-B)phenyl[iminodiacete-O,N]borane (1), (N-B)phenyl[N-methyliminodiacetate-O,N]borane (2), (N-B)thexy[iminodiacetate[O,N]borane (3) and (N-B)thexyl[N-methyliminodiacetate-O,N]borane (4). These are shown by 1H, 11B and 13C NMR spectroscopy to have rigid bicyclic structures of strong intramolecular N-B coordination.
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