The transformations of a molecule containing two adjacent epoxide rings, 2,2′-bioxirane that is, were studied over various acidic aluminosilicates (HZSM-5, HY-FAU, AlMCM-41), for the first time, In the 373–473 K temperature range, in a pulse reactor, a ring-opening–ring-enlargment reaction producing furan only occured over the zeolites and it was the predominant reaction on AlMCM-41 as well. The driving force of this transformation route is water formation via elimination from 2,2′-bioxirane. Suprising is the lack of the mono- or dialdehyde, the would-be products of the cleavage of the sterically more hindered C–O bonds – an acid-catalysed reaction typical for alkyl-substituted oxiranes.
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Fási, A., Pálinkó, I. & Kiricsi, I. The ring transformations of 1,2,3,4-diepoxybutane (2,2′-bioxirane) catalysed by various aluminosilicates. Catal Lett 101, 105–107 (2005). https://doi.org/10.1007/s10562-005-3757-1
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DOI: https://doi.org/10.1007/s10562-005-3757-1