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Download fileGeneration, Observation, and Free Radical Reactivity of Aliphatic Bisketenes: The Solution to a Long-Standing Problem
journal contribution
posted on 2001-11-13, 00:00 authored by Annette D. Allen, Michael H. Fenwick, Amir Jabri, Huzaifa Rangwala, Kazem Saidi, Thomas T. TidwellBisketenes OCCH(CH2)nCHCO (1b,c,d, n = 4, 3, 6) and (E)-OCCHCHCHCHCO (E-13) were generated in solution by
dehydrochlorination of bis(acyl chlorides) and by photochemical Wolff rearrangements and identified by their characteristic IR signals. The
bisketenes react with aminoxyl radicals to give tetraaddition products for 1b and conjugate 1,6-diaddition for E-13.