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- W2021326155 abstract "Reaction of 2-aryl-1,3-dioxane with arenes in the presence of a catalytic amount of trifluoromethanesulfonic acid gave the corresponding diarylmethanes in good to excellent yields. The acid-catalyzed Friedel−Crafts benzylation of arenes could altenatively be carried out using arenecarbaldehyde and 1,3-propanediol. The reaction was assumed to proceed through a redox process involving hydride shift from the cyclic acetal moiety to the benzylic carbon. The hydride shift was confirmed by the reaction with 5-ethyl-2-phenyl-4,4,6,6-tetradeuterio-1,3-dioxane, wherein more than 90% deuterium was incorporated into the benzylic carbon of the diphenylmethane. Diphenylmethyl ether Ph2CHOCH2CH2CH2OH also reacted with benzene to afford diphenylmethane under the same reaction conditions, suggesting that the ether should be the plausible intermediate that underwent the hydride shift." @default.
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- W2021326155 date "1997-01-01" @default.
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- W2021326155 title "Superacid-Catalyzed Reductive Friedel−Crafts Reaction of Arenes Using Arenecarbaldehyde Acetals" @default.
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- W2021326155 doi "https://doi.org/10.1021/jo961897e" @default.
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