Stable Solid Silaethylenes

Article abstract of DOI:10.1021/ja00385a019

A solid silaethylene, 1,1-bis(trimethylsilyl)-2-(trimethylsiloxy)-1-(1-adamantyl)-1-silaethene (2c), has been isolated from the photolysis of the isomeric acylsilane.The silaethylene was characterized by IR, Raman, UV, 1H NMR, 13C NMR, 29Si NMR, and mass spectroscopy and by its ionization potential.The crystal structure shows a slightly twisted molecule with a silicn-carbon double-bond length of 1.764 Angstroem.The molecule smokes vigorously in air, yielding a cyclic trisiloxane and the silyl ester of adamantane-1-carboxylic acid.Other reactions and comparisons with other silaethylenes in solution are described.In addition, 1,1-bis(trimethylsilyl)-2-(trimethylsiloxy)-2-(1,1-diethylpropyl)-1-silaethene (2b) has been obtained as a solid.