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Metal‐ and Reagent‐Free Anodic Dehydrogenative Cross‐Coupling of Naphthylamines with Phenols
Author(s) -
Dahms Benedikt,
Franke Robert,
Waldvogel Siegfried R.
Publication year - 2018
Publication title -
chemelectrochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.182
H-Index - 59
ISSN - 2196-0216
DOI - 10.1002/celc.201800050
Subject(s) - reagent , electrochemistry , stoichiometry , anode , chemistry , catalysis , phenols , combinatorial chemistry , green chemistry , metal , denticity , surface modification , organic chemistry , electrode , reaction mechanism
The first electrochemical dehydrogenative anodic cross‐coupling of naphthylamines with phenols was established to access a broad variety of non‐symmetrical, hetero‐bidentate N,O‐biaryl motifs. By anodic oxidation, we provide a sustainable and inherently safe method, which avoids the need for pre‐functionalization of the starting materials. Hence, the elaborated electrochemical protocol simplifies the synthesis of the desired C 1 ‐symmetrical biaryls drastically. Furthermore, the use of electricity as a reagent contributes to the idea of green chemistry as metal catalysts and stoichiometric oxidizers are omitted.