Super-electron donors : bis-pyridinylidene formation by base treatment of pyridinium salts

Murphy, J.A. and Garnier, J. and Park, S.R. and Schoenebeck, F. and Zhou, S.Z. and Turner, A.T. (2008) Super-electron donors : bis-pyridinylidene formation by base treatment of pyridinium salts. Organic Letters, 10 (6). pp. 1227-1230. ISSN 1523-7060

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Abstract

Deprotonation of bispyridinium salt 7b affords bispyridinylidene 10, a very powerful neutral organic two-electron donor [E1/2 (DMF) = −1.13 V vs Ag/AgCl/KCl (sat)], presumably via the pyridinylidene 8. Donor 10 reduces aryl iodides and bromides to aryl anions in excellent yield and also reductively cleaves selected phenylalkylsulfones very efficiently.

Author(s):Murphy, J.A., Garnier, J., Park, S.R., Schoenebeck, F., Zhou, S.Z. and Turner, A.T.
Item type:Article
ID code:19761
Keywords:super-electron donors, bis-pyridinylidene, pyridinium salts, Chemistry, Biochemistry, Organic Chemistry, Physical and Theoretical Chemistry
Subjects:Science > Chemistry
Department:Faculty of Science > Pure and Applied Chemistry
Depositing user: Strathprints Administrator
Date deposited:02 Jun 2010 17:02
Last modified:13 Dec 2019 05:29
URI:https://strathprints.strath.ac.uk/id/eprint/19761
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