Abstract:
A novel protocol for efficient coupling of nitrobenzene and aniline in poly(ethylene glycol) medium in the presence of KOH giving diphenylamine derivatives has been developed, to enable the exclusion of the toxic tetramethylammonium hydroxide catalyst commonly used in the rubber antidegradant industry.
Citation:
A. V. Babkin, A. F. Asachenko, D. V. Uborsky, D. S. Kononovich, V. V. Izmer, V. A. Kudakina, V. A. Shnaider, N. E. Shevchenko, A. Z. Voskoboynikov, “Preparation of N-phenyl-p-phenylenediamine by coupling of aniline and nitrobenzene in KOH–poly(ethylene glycol) medium”, Mendeleev Commun., 26:6 (2016), 555–557
Linking options:
https://www.mathnet.ru/eng/mendc2279
https://www.mathnet.ru/eng/mendc/v26/i6/p555
This publication is cited in the following 3 articles:
Dong Zou, Gang Han, “The Coupling of Carbon and Nitrogen Substituents with Nitroarenes: Vicarious
Nucleophilic Substitution of Hydrogen in Nitroarenes”, COC, 26:9 (2022), 822
Wenlong Yu, Shitao Yu, Junwei Ding, Qiuzhen Cheng, Fusheng Liu, “Effects of pore structure of MgO-templated mesoporous carbon on its supported Pt catalysts for reductive alkylation of p-aminodiphenylamine with methyl isobutyl ketone”, New J. Chem., 43:13 (2019), 5109
Wenlong Yu, Junwei Ding, Shitao Yu, Fusheng Liu, “Effects of water on a catalytic system for preparation of N-(1,4-dimethylamyl)-N′-phenyl-p-phenylenediamine by reductive alkylation”, RSC Adv., 8:41 (2018), 23262