Tetrahedron

Silicon modified birth reduction and reductive alkylation of polynuclear aromatics

Z Marcinow, DK Clawson, PW Rabideau

Index: Marcinow, Z.; Clawson, D. K.; Rabideau, P. W. Tetrahedron, 1989 , vol. 45, # 17 p. 5441 - 5448

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Citation Number: 17

Abstract

A trimethylsilyl substituent is used to control regiochemistry, overreduction, and prevent bond cleavage during the metal/ammonia reduction of aromatic and polynuclear aromatic compounds. The trimethylsilyl group is then removed by tetrabutylammonium fluoride and replaced by either hydrogen or primary alkyl, the latter case representing overall reductive alkylation. Results are presented for naphthalene together with its 1-methyl, 2-methyl and ...

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