Tetrahedron

Selective mono-or dimetalation of arenes by means of superbasic reagents

M Schlosser, HC Jung, S Takagishi

Index: Schlosser, Manfred; Choi, Jung Hoon; Takagishi, Sadahito Tetrahedron, 1990 , vol. 46, # 16 p. 5633 - 5648

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Citation Number: 86

Abstract

If employed in tetrahydrofuran, stoichiometric amounts of butyllithium and potassium tert- butoxide react with benzene under clean monometalation. In hexane suspension, however, considerable amounts of meta-and para-disubstituted by-products are obtained (approx 10%). They become preponderant if a three-fold excess of the metalating agent is used. Naphthalene leads under the same conditions to a mixture of two mono-and ten di- ...

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