The Journal of Organic Chemistry

Alkyllithium reagents from alkyl halides and lithium radical anions

PK Freeman, LL Hutchinson

Index: Freeman, Peter K.; Hutchinson, Larry L. Journal of Organic Chemistry, 1980 , vol. 45, # 10 p. 1924 - 1930

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Citation Number: 280

Abstract

The reaction of alkyl halides with three different lithium radical anions, lithium naphthalene (LiN), lithium di-tert-butylnaphthalene (LiDBN), and lithium di-tert-butylbiphenyl (LiDBB), was studied. The reaction of alkyl halides with an excew of LiN, LiDBN, or LiDBB in THF at-78 “C leads to a consistently high yield (96-100%) of reduction products (RH, RLi) with a high degree of formation of RLi (anion trapping 93-95%) in the case of LiDBB. LiDBN ...

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