Conjugate addition of a phosphorus ylide to 3-cyanochromone
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.
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Description/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.
| Item Type: | Article |
|---|---|
| ISSN: | 1042-650715635325 (print) |
| Uncontrolled 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 |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| ePrint ID: | 19052 |
| URI: | http://eprints.soton.ac.uk/id/eprint/19052 |
| Deposited On: | 19 Jan 2006 |
| Last Modified: | 01 Jun 2011 12:01 |
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