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Aromatic sulfonation. 82. Sulfonation of a series of bromo-and methylphenanthrenes with sulfur trioxide

H Cerfontain, A Koeberg-Telder, K Laali…

文献索引:Cerfontain, Hans; Koeberg-Telder, Ankie; Laali, Khosrow; Lambrechts, Hans J. A. Journal of Organic Chemistry, 1982 , vol. 47, # 21 p. 4069 - 4075

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被引用次数: 7

摘要

The sulfonation of a series of methylphenanthrenes (MPs) and two bromophenanthrenes with SO3 in nitromethane has been studied at 0" C. From the substitution pattern it is evident that steric factors play an important role. Substitution of the 4-and 5-H peri to the methyl does not occur, and that ortho to the 9-methyl is severely reduced. Provided that allowance is made for the steric factors, the positional order of substitution for monosulfonation of a ...