Tetracyclopropylmethane: A Unique Hydrocarbon with S4 Symmetry

…, J Benet??Buchholz, PR Schreiner…

Index: Kozhushkov, Sergei I.; Kostikov, Rafael R.; Molchanov, Alexander P.; Boese, Roland; Benet-Buchholz, Jordi; Schreiner, Peter R.; Rinderspacher, Christopher; Ghiviriga, Ion; Meijere, Armin de Angewandte Chemie, International Edition, 2001 , vol. 40, # 1 p. 180 - 183 Angewandte Chemie, 2001 , vol. 113, p. 179 - 182

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Citation Number: 12

Abstract

Abstract Surprising symmetry, surprising synthesis: Dicyclopropyldiethenylmethane (2), prepared from dicyclopropylketone (1) in several steps, was successfully cyclopropanated with a large excess of diazomethane in the presence of palladium (II) acetate yielding the structurally interesting tetracyclopropylmethane (3; 92% yield). Upon catalytic hydrogenation, 3 was quantitatively converted into tetraisopropylmethane (4). X-ray ...