Rhodium(I)-catalyzed regiospecific dimerization of aromatic acids: two direct C-H bond activations in water

Angewandte Chemie
Hang GongChao-Jun Li

Abstract

2,2'-Diaryl acids are key building blocks for some of the most important and high-performance polymers such as polyesters and polyamides (imides), as well as structural motifs of MOFs (metal-organic frameworks) and biological compounds. In this study, a direct, regiospecific and practical dimerization of simple aromatic acids to generate 2,2'-diaryl acids has been discovered, which proceeds through two rhodium-catalyzed C-H activations in water. This reaction can be easily scaled up to gram level by using only 0.4-0.6 mol % of the rhodium catalyst. As a proof-of-concept, the natural product ellagic acid was synthesized in two steps by this method.

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Citations

Jan 14, 2017·Chemical Reviews·Yudong YangJingsong You
Feb 15, 2018·Chemistry : a European Journal·Guodong ZhangLukas J Gooßen
Jul 24, 2018·Chemical Society Reviews·Carlo SambiagioMichael Schnürch
Jul 26, 2019·Angewandte Chemie·Marek GrzybowskiDaniel T Gryko
Oct 13, 2016·Chemistry : a European Journal·Martin Pichette Drapeau, Lukas J Gooßen
Feb 13, 2019·Chemical Science·Feng Zhou, Chao-Jun Li
Sep 22, 2015·Chemistry : a European Journal·Dmitry S PerekalinAlexander R Kudinov
Oct 16, 2015·Angewandte Chemie·Liangbin HuangLukas J Gooßen
Dec 9, 2017·Chemical Reviews·Taku KitanosonoShu Kobayashi
Aug 24, 2019·The Journal of Organic Chemistry·Chia-Yu HuangChao-Jun Li
Oct 31, 2018·Accounts of Chemical Research·Yun-Fei Zhang, Zhang-Jie Shi

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