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Dehalogenation reactions catalyzed by tri-n-butyltin chloride. Competition for carbon radicals by borohydride and tin hydride

✍ Scribed by J.T. Groves; S. Kittisopikul


Book ID
104235785
Publisher
Elsevier Science
Year
1977
Tongue
French
Weight
199 KB
Volume
18
Category
Article
ISSN
0040-4039

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✦ Synopsis


Trialkyltin hydrides are versatile dehalogenation reagents which are known to react with organic halides via a free radical chain mechanism. 1 A useful modification of this procedure has been described recently which employs stoichiometric quantities of sodium borohydride and catalytic amounts of trialkyltin chlorides. 2 Since we have shown that sodium borohydride can also perform free radical chain dehalogenations, 3 it is of interest to know whether the catalytic amount of tin hydride or the borohydride is the immediate hydrogen atom source in these reactions.