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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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.
|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|
Q Science > QD Chemistry
|Divisions:||University Structure - Pre August 2011 > School of Chemistry
|Date Deposited:||19 Jan 2006|
|Last Modified:||01 Jun 2011 11:01|
|Contributors:||Gabbutt, C. D. (Author)
Heron, B. M. (Author)
Hursthouse, M. B. (Author)
Malik, K. M. A. (Author)
|RDF:||RDF+N-Triples, RDF+N3, RDF+XML, Browse.|
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