Mechanisms for interconversions among C3H4 hydrocarbons: deuterium isotope effects and independent generation of vinylmethylene intermediates in …

MG Steinmetz, RT Mayes

Index: Steinmetz,M.G.; Mayes,R.T. Journal of the American Chemical Society, 1985 , vol. 107, p. 2111

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Citation Number: 30

Abstract

Results Synthesis of 4, 4-Dimethyl-l, l-diphenyl-1, 2-pentadiene (1) and C3-Deuterated Derivative 1-d Deprotonation of 4, 4-dimethyll, l-diphenyl-2-pentyne (3) using 1 equiv of n- butyllithium in THF at-5 OC produced a red-colored solution from which 1 was isolated after acidification with glacial acetic acid at-78" C. Use of either conventional silica gel column chromatography or medium pressure liquid chromatography (MPLC) effected separation ...