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Unexpected synthesis of a naphthylsilole
Authors:Vitaliy I Timokhin  Ilia A Guzei  Robert West
Institution:(1) Organosilicon Research Center, University of Wisconsin-Madison, 1101 University Ave., Madison, WI 53706, USA
Abstract:The reaction of 1,4-dilithiotetraphenylbutadiene (2) with 1,1′-dichloro-2,3,4,5-tetraphenyl-1-silole (3) leads to 2,3,4,5-tetraphenyl-1-(1,2,3-triphenylnaphthalen-4-yl)-1H-silole (5) instead of the expected octaphenyl-1,1′-spirobisilole (1). The reaction of 2 with SiC14 in dioxane produced 1 in low yield, confirming results reported earlier.
Keywords:siloles  spirosilicon compounds  radical coupling
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