H. Cerfontain et al., ON THE POSITIONAL REACTIVITY ORDER IN THE SULFONATION OF BIPHENYL ANDA SERIES OF OXY DERIVATIVES, Phosphorus, sulfur and silicon and the related elements, 92(1-4), 1994, pp. 231-237
The sulfonation of biphenyl (1) and its 2- and 4-methoxy, 3,3'- and 4,
4'-dimethoxy, and 4,4'-dimesyloxy derivatives with sulfur trioxide in
dichloromethane as solvent at 22 degrees C has been studied. Sulfonati
on of biphenyl leads to the subsequent formation of the 4-sulfonic aci
d (4-S), 4,4'-S-2, 2,4,4'-S-3 and traces of 2,4,2',4'-S-4. The sulfona
tion of the oxy substituted biphenyls also occurs successively in the
one phenyl and then in the other. In case of the asymmetrical 2- and 4
-methoxybiphenyl the substitution starts in the anisyl moiety.