研究了常温常压下某些芳烃与硝基苯在Lewis酸AlCl3催化作用下的反应,发现含α-活泼氢的芳烃能与硝基苯(PhNO2)反应生成相应的N-苯基芳胺。苊、芴、1-甲基萘(1-MN)、2,6-二甲基萘(2,6-DMN)与PhNO2反应的活性顺序为苊〉1-MN〉2,6-DMN〉芴。由苊与PhNO2的反应,在控制A1Cl3与苊的摩尔比为1.2和2.4左右时,重结晶反应产物可得到联苊和5-(N-苯基)氨基苊。根据实验结果,提出苊与PhN02在A1Ch作用下的反应符合氢阳离子自由基的亲电加成-自由基亲电取代.自由基亲核加成历程。
At room temperature and ambient atmosphere, the reactions of some aromatics and nitrobenzene catalyzed by AlCl3 were investigated. The results show that aromatics containing active a-hydrogen atom could react with nitrobenzene to obtain corresponding N-phenyl arylamines, The reaction activity sequence is acenaphthene 〉 1-methyl naphthalene 〉 2,6-dimethyl naphthalene 〉 fluorene. Through the reaction of acenaphthene and nitrobenzene, pure biacenaphthenyls and 5-(N-phenyl) aminoacenaphthene were prepared by recrystallizing the reaction mixture obtained under the molar ratio of AlCl3 to acenaphthene of 1,2 and 2.4, respectively. It can be assumed from the experiments that the reaction pathway of acenaphthene and nitrobenzene with the catalyst of A1C13 is the electrophilic addition of cation free radical of hydrogen-free radical electrophilic substitution-free radical nucleophilic addition.