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.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Malik, K. M. A.
7aaa7d12-fc90-4954-8902-d12e4fbdccdd
2000
Gabbutt, C. D.
94192b7e-b99b-4611-943e-fe645f2d6a52
Heron, B. M.
64aef16b-7be8-40ee-980c-74f4169f8057
Hursthouse, M. B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
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, .
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.
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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
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Local EPrints ID: 19052
URI: http://eprints.soton.ac.uk/id/eprint/19052
PURE UUID: 83092678-2fde-45c6-8f77-21cc09e174a3
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Date deposited: 19 Jan 2006
Last modified: 09 Jan 2022 04:55
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Contributors
Author:
C. D. Gabbutt
Author:
B. M. Heron
Author:
K. M. A. Malik
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