93012-35-2Relevant academic research and scientific papers
2,2′-Biaryldicarboxylate Synthesis via Electrocatalytic Dehydrogenative C-H/C-H Coupling of Benzoic Acids
Zeng, Zhongyi,Goebel, Jonas F.,Liu, Xianming,Goo?en, Lukas J.
, p. 6626 - 6632 (2021/06/25)
2,2′-Biaryldicarboxylates are important functionalities in bioactive compounds, functional materials, and chiral catalysts. These compounds have been found to be conveniently accessible from benzoic acids via Rh-catalyzed electrooxidative C-H/C-H couplings, giving valuable dihydrogen as the byproduct. In an undivided cell with Pt electrodes, RhCl3·3H2O catalyzes the oxidative carboxylate-directed ortho-homocoupling of various aromatic acids with a current efficiency of 67%. The protocol is operationally simple, tolerates a wide variety of functional groups, and does not require the exclusion of air and moisture. Heterodimerizations via cross-dehydrogenative couplings of naphthyl-1-carboxylic acids with acrylic or benzoic acids were also shown to work.
Ruthenium(II) Catalysis/Noncovalent Interaction Synergy for Cross-Dehydrogenative Coupling of Arene Carboxylic Acids
Dana, Suman,Chowdhury, Deepan,Mandal, Anup,Chipem, Francis A. S.,Baidya, Mahiuddin
, p. 10173 - 10179 (2018/11/21)
A ruthenium-catalyzed cross-dehydrogenative coupling is developed with the aid of a weakly coordinating carboxylic acid group toward the dimerization of arene carboxylic acids. The protocol is operationally simple and suitable to fabricate diverse homodimerized as well as cross-dimerized products in high yields. Computational insights have also been unveiled to comprehend the plausible reaction mechanism. The critical innovation of the synthetic strategy hinges on the soluble basic additive DBU, which constitutes a synergy of Ru(II)-catalysis with noncovalent interaction and, thus, stabilizes pivotal intermediates to promote the challenging dimerization process.
