Aniline

Aniline (99.5%) and 1,2-dibromoethane (99%) were purchased from Adamas-beta. Aniline needs to be further purified by vacuum distillation before using. Phenol (98%), 1,4-dibromobutane (97%), 1,6-dibromohexane (99%) and sodium nitrite (AR) were purchased from Meryer Chemical Technology (Shanghai). N-methylimidazole (99%) was purchased from Aladdin. Sodium hydroxide (AR), potassium carbonate (AR), sodium chloride (AR), methanol (AR), dichloromethane (AR), petroleum ether (AR) and ethyl acetate (AR) were purchased from National Pharmaceutical Group Chemical Reagent Co., Ltd. Hydrochloric acid (36.5%), diethyl ether (AR) and acetone (AR) were purchased from Hangzhou Shuanglin Chemical Reagent Co., Ltd. All other chemicals were purchased commercially and used as received unless otherwise specified.

Aniline, p-methylAniline, 4-ethylAniline, 4-isopropylAniline and 4-tert-butylAniline were purchased from Shanghai Adamas Reagent Co., Ltd. (Shanghai, China). Phenol, 6-chloro-1-hexanol provided by Shanghai Adamas reagents Co., Ltd. (Shanghai, China). Triethylamine, acryloyl chloride and sodium nitrite are also supplied by Adamas Reagent, Ltd. (Shanghai, China). 2-Bromoisobutyryl bromide and N,N,N',N,'N''-pentamethyldiethylenetriamine (PMDETA) were purchased from Sigma-Aldrich Trading Co., Ltd. (Shanghai, China). Hydrochloric acid (HCl), glacial acetic acid (CH₃COOH), sodium hydroxide (NaOH), potassium carbonate (K₂CO₃) and potassium iodide (KI) were purchased from Xilong Science Co., Ltd. (Shantou, China). The purified water used in all the experiments was prepared with a water purification system AXLM1820 (Asura Technology Development Co., Ltd., Chongqing, China).