1995 R.U. Lemieux Award Lecture Ketenes and bisketeness: organic chemistry in microcosm

Silyl substituents stabilize ketenes, and permit the preparation of persistent bisketenes, which show characteristic 13C, 17O, and 29Si NMR chemical shifts. The structures and conformations of bisketenes have been examined, as well as their interconversion with cyclobutenediones. A tetraketene has been prepared, and the hydration reactivity of carbon suboxide has been measured. Key words: bisketenes, structures and conformations; cyclobutenedione interconversion.

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