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Synlett 2019; 30(18): 2062-2067
DOI: 10.1055/s-0039-1690706
DOI: 10.1055/s-0039-1690706
letter
Selective and Scalable Dehydrogenative Electrochemical Synthesis of 3,3′,5,5′-Tetramethyl-2,2′-biphenol
The authors highly appreciate the financial support by the Graduate School Materials Science in Mainz, Deutsche Forschungsgemeinschaft (Grant Number GSC 266), and the support by the Bundesministerium für Bildung und Forschung (BMBF-EPSYLON, Grant Number FKZ 13XP5016D).Further Information
Publication History
Received: 15 August 2019
Accepted after revision: 21 September 2019
Publication Date:
17 October 2019 (online)
Abstract
3,3′,5,5′-Tetramethyl-2,2′-biphenol is a compound of high technical significance, as it exhibits superior properties as building block for ligands in the transition-metal catalysis. However, side reactions and overoxidation are challenging issues in the conventional synthesis of this particular biphenol. Here, an electrochemical method is presented as powerful and sustainable alternative to conventional chemical strategies, which gives good yields up to 51%. Despite using inexpensive and well-available bromide-containing supporting electrolytes, the issue of bromination and general byproduct formation is effectively suppressed by adding water to the electrolyte. Additionally, the scalability of this method was demonstrated by conducting the electrolysis on a 122 g scale.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690706.
- Supporting Information
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