Journal of Organic Chemistry p. 3679 - 3684 (1982)
Update date:2022-08-03
Topics:
Zefirov, N.S.
Koz'min, A.S.
Zhdankin, V.V.
Nikulin, A.V.
Zyk, N.V.
The reaction of a series of olefins with chlorine and bromine in the presence of a large excess of lithium perchlorate in ether gave 1,2-halo perchlorates together with the corresponding 1,2-dihalides.Analogous reactions of NO2BF4 in methylene chloride or ethyl acetate with monoolefins gave 1,2-nitro perchlorates.Norbornadiene reacted with a NO2BF4/LiClO4 system to give two isomeric nitro perchlorates of nortricyclenic structure.Several synthetic and mechanistic aspects of this new reaction of electrophilic perchloration of olefins are discussed.
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