Investigation of the mechanism of decyanation of 2,2-diphenylpropionitrileinduced by LiAlH4

Authors
Mattalia, JM Bodineau, N Negrel, JC Chanon, M
Citation
Jm. Mattalia et al., Investigation of the mechanism of decyanation of 2,2-diphenylpropionitrileinduced by LiAlH4, J PHYS ORG, 13(5), 2000, pp. 233-236
Citations number
39
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
ISSN journal
08943230 → ACNP
Volume
13
Issue
5
Year of publication
2000
Pages
233 - 236
Database
ISI
SICI code
0894-3230(200005)13:5<233:IOTMOD>2.0.ZU;2-6
Abstract
The LiAlH4 reduction of 2,2-diphenylpropionitrile (4) in THF yields a mixtu re of the hydrocarbon 6 and the expected amine 5. Medium effects and reduct ion with LiAlD4 suggest a mechanism involving the attack of the hydride rea gent on the cyano carbon atom followed by the fragmentation of the formed i mine salt intermediate. Copyright (C) 2000 John Wiley & Sons, Ltd.