Premium
Investigation of the mechanism of decyanation of 2,2‐diphenylpropionitrile induced by LiAlH 4
Author(s) -
Mattalia JeanMarc,
Bodineau Nicolas,
Négrel JeanClaude,
Cha Michel
Publication year - 2000
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/1099-1395(200005)13:5<233::aid-poc235>3.0.co;2-o
Subject(s) - chemistry , reagent , imine , fragmentation (computing) , hydride , amine gas treating , salt (chemistry) , mechanism (biology) , hydrocarbon , carbon atom , organic chemistry , medicinal chemistry , combinatorial chemistry , stereochemistry , catalysis , ring (chemistry) , operating system , philosophy , epistemology , computer science , hydrogen
The LiAlH 4 reduction of 2,2‐diphenylpropionitrile ( 4 ) in THF yields a mixture of the hydrocarbon 6 and the expected amine 5 . Medium effects and reduction with LiAlD 4 suggest a mechanism involving the attack of the hydride reagent on the cyano carbon atom followed by the fragmentation of the formed imine salt intermediate. Copyright © 2000 John Wiley & Sons, Ltd.