Hydroxylation of nitrated naphthalenes with KO2/crown ether.

K Fukuhara, Y Hara, I Nakanishi, N Miyata

Index: Fukuhara; Hara; Nakanishi; Miyata Chemical and Pharmaceutical Bulletin, 2000 , vol. 48, # 10 p. 1532 - 1535

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Citation Number: 3

Abstract

Superoxide radical anion (O·-2), generated by KO 2/crown ether, is effective for hydroxylation of nitronaphthalenes. When mono-and di-nitronaphthalenes are treated with KO 2/crown ehter, hydroxylation results at the electron-deficient site caused by the electron withdrawing effect of the substituted nitro group. Kinetic experiments suggest that the hydroxylation proceeds by two different mechanisms dependent on the first one-electron ...