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Conjugate addition of a phosphorus ylide to 3-cyanochromone

Record type: Article

Reaction of 3-cyanochromane with methylenetriphenylphosphorane yields the stabilised ylide (4) by way of a conjugate addition and subsequent ring opening. Variable temperature H-1 NMR spectroscopy indicates that this ylide undergoes rapid conformational interconversion at ambient temperature. X-ray crystallography established that (4) exists as the (E) isomer in the solid state.

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Citation

Gabbutt, C. D., Heron, B. M., Hursthouse, M. B. and Malik, K. M. A. (2000) Conjugate addition of a phosphorus ylide to 3-cyanochromone Phosphorus, Sulfur, and Silicon and the Related Elements, 166, pp. 99-109.

More information

Published date: 2000
Keywords: 3-cyanochromone, methylenetriphenylphosphorane, conjugate addition, x-ray crystallography, variable temperature h-1 nmr spectroscopy2-substituted chroman-4-ones, organophosphorus chemistry, structuralinvestigations, chromones, route, triphenylphosphine, hydroxylamine, reagents

Identifiers

Local EPrints ID: 19052
URI: http://eprints.soton.ac.uk/id/eprint/19052
PURE UUID: 83092678-2fde-45c6-8f77-21cc09e174a3

Catalogue record

Date deposited: 19 Jan 2006
Last modified: 17 Jul 2017 16:34

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Contributors

Author: C. D. Gabbutt
Author: B. M. Heron
Author: M. B. Hursthouse
Author: K. M. A. Malik

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