The University of Southampton
University of Southampton Institutional Repository

Conjugate addition of a phosphorus ylide to 3-cyanochromone

Conjugate addition of a phosphorus ylide to 3-cyanochromone
Conjugate addition of a phosphorus ylide to 3-cyanochromone
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.
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
99-109
Gabbutt, C. D.
94192b7e-b99b-4611-943e-fe645f2d6a52
Heron, B. M.
64aef16b-7be8-40ee-980c-74f4169f8057
Hursthouse, M. B.
276e7125-0773-43f6-97e3-77106e9b6e8f
Malik, K. M. A.
7aaa7d12-fc90-4954-8902-d12e4fbdccdd
Gabbutt, C. D.
94192b7e-b99b-4611-943e-fe645f2d6a52
Heron, B. M.
64aef16b-7be8-40ee-980c-74f4169f8057
Hursthouse, M. B.
276e7125-0773-43f6-97e3-77106e9b6e8f
Malik, K. M. A.
7aaa7d12-fc90-4954-8902-d12e4fbdccdd

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, 99-109.

Record type: Article

Abstract

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.

Full text not available from this repository.

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: https://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

Export record

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of https://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×