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Dehydrogenative Anodic C−C Coupling of Phenols Bearing Electron‐Withdrawing Groups
Author(s) -
Röckl Johannes L.,
Schollmeyer Dieter,
Franke Robert,
Waldvogel Siegfried R.
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201910077
Subject(s) - environmentally friendly , phenols , substrate (aquarium) , chemistry , denticity , scope (computer science) , polar effect , combinatorial chemistry , catechol , anode , coupling (piping) , metal , computer science , organic chemistry , materials science , metallurgy , electrode , ecology , oceanography , biology , programming language , geology
We herein present a metal‐free, electrosynthetic method that enables the direct dehydrogenative coupling reactions of phenols carrying electron‐withdrawing groups for the first time. The reactions are easy to conduct and scalable, as they are carried out in undivided cells and obviate the necessity for additional supporting electrolyte. As such, this conversion is efficient, practical, and thereby environmentally friendly, as production of waste is minimized. The method features a broad substrate scope, and a variety of functional groups are tolerated, providing easy access to precursors for novel polydentate ligands and even heterocycles such as dibenzofurans.