Hydrolysis and intra-molecular condensation of o-aminodiphenyl ether diazonium salts

作者：Lu Jun Rui^*; Ma Xia Miao; Liu Mei; Yin Ning; Chen Li Ran; Bao Xiu Rong

来源：Chemical Journal of Chinese Universities, 2007, 28(11): 2081-2085.

• o-Aminodiphenyl ether diazonium salt
• hydrolysis reaction
• intra-molecular condensation
• metallic ion catalysis
• mechanism

The preparation of o-hydroxyldiphenyl via diazotization and hydrolysis of o-aminodiphenyl ether involves the competition between hydrolysis and intra-molecular condensation, and there is no report about it so far. A series of effect factors related to the reactions were discussed, especially, the effects of substituents, metals and their ions. The rules of intra-molecular condensation of diazonium salt of o-aminodiphenyl ether under the catalysis of metallic ions were suggested, and the mechanism also was predicted. Metals and their ions may have an obvious catalytic effect on the intra-molecule condensation of o-aminodiphenyl ether diazonium salt, and few effect on hydrolysis. The intra-molecule condensation would be accelerated if there was any metal or its ion in the reaction system, and it led largely to the increase of the product of dibenzofurans.

• 出版日期2007-11-10
• 单位天津理工大学