Reactivity of Silole within a Core??Modified Porphyrin Environment: Synthesis of 21??Silaphlorin and its Conversion to Carbacorrole

J Skonieczny, L Latos??Grażyński…

Index: Skonieczny, Janusz; Latos-Grazynski, Lechoslaw; Szterenberg, Ludmila Chemistry - A European Journal, 2008 , vol. 14, # 16 p. 4861 - 4874

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Citation Number: 29

Abstract

Abstract Condensation of 1, 1-dimethyl-3, 4-diphenyl-2, 5-bis (p-tolylhydroxymethyl) silole with pyrrole and p-tolylaldehyde did not form the expected 21, 21-dimethyl-2, 3-diphenyl-5, 10, 15, 20-tetra (p-tolyl)-21-silaporphyrin, but rather its reduced derivative, 21-silaphlorin, which contains a tetrahedrally hybridised C5 carbon atom. Attempts to trap 21-silaporphyrin resulted in the serendipitous discovery of a unique transformation of 21-silaphlorin into a ...