Preparations and reactions of symmetrical dimethylenebiphenyl dianions; conformations of [On]-o-cyclophanes. A simple NMR method for determining twist angles in …

…, PK Mishra, K Suvannachut, JJ White

Index: Bates, Robert B.; Camou, Fernando A.; Kane, Vinayak V.; Mishra, Prasana K.; Suvannachut, Kessara; White, James J. Journal of Organic Chemistry, 1989 , vol. 54, # 2 p. 311 - 317

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Citation Number: 25

Abstract

With n-butyllithiumlpotassium tert-butoxide, a proton is removed from each methyl group of the symmetrical dimethylbiphenyls to give dianions in good yield. The reactions of these dianions with alkyl halides, dialkyl sulfates, trimethylchlorosilane, trimethylchlorogermane, cup-dihalides, and oxidizing agents were found to provide the best routes to many symmetrically substituted biphenyls, including [On]-and [OnOn] cyclophanes. NMR and ...