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1-Hydroxy-1H-benzo[d][1,2,6]oxazaborinin-4(3H)-one. | LitMetric

1-Hydroxy-1H-benzo[d][1,2,6]oxazaborinin-4(3H)-one.

Acta Crystallogr C

Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616-5292, USA.

Published: February 2013

The structure of the title compound, C(7)H(6)BNO(3), a new boron heterocycle, prepared by the condensation of (2-ethoxycarbonylphenyl)boronic acid and hydroxylamine, reveals the specific mode of intramolecular condensation between a phenylboronic acid and an ortho hydroxamic acid substituent. The crystal structure shows that dehydration occurs to form a planar oxazaborinine ring possessing both phenol-like B-O-H and lactam functional groups. In the extended structure, intermolecular hydrogen bonding generates a 14-membered ring. To our knowledge, this is the first crystal structure determination involving a six-membered ring that exhibits consecutive B-OH, O, NH, and C=O functional groups.

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Source
http://dx.doi.org/10.1107/S0108270113000681DOI Listing

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