Small Rings, 33. Attempts to Synthesize Diphenyltetrahedrane
Carbene 7, formed on photochemical or thermal excitation of (2,3-diphenyl-2-cyclopropen-1-yl)diazomethane (6i), splits mostly into two acetylenes 8 and 9 instead of undergoing an intramolecular cycloaddition.Photolysis of the Masamune ketone 16 depending on the reaction conditions gives either p-terphenyl or a mixture of the two cyclooctatetraens 18 and 19.The intermediate formation of tetrahedrane 10 would fit into the mechanistic picture of this fragmentation.
White, Emil H.,Winter, Rudolph E. K.,Graeve, Rolf,Zirngibl, Ulrich,Friend, Earl W.,et al.
p. 3906 - 3915
(2007/10/02)
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