Synthesis 2017; 49(02): 252-259
DOI: 10.1055/s-0036-1588610
feature
© Georg Thieme Verlag Stuttgart · New York

Electro-organic Synthesis as a Sustainable Alternative for Dehydrogenative Cross-Coupling of Phenols and Naphthols

Barbara Riehl
a   Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, 55128 Mainz, Germany
,
Katrin M. Dyballa
b   Evonik Performance Materials GmbH, Paul-Baumann-Straße 1, 45772 Marl, Germany
,
Robert Franke
b   Evonik Performance Materials GmbH, Paul-Baumann-Straße 1, 45772 Marl, Germany
c   Lehrstuhl für Theoretische Chemie, Ruhr-Universität Bochum, 44780 Bochum, Germany   eMail: waldvogel@uni-mainz.de
,
Siegfried R. Waldvogel*
a   Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, 55128 Mainz, Germany
› Institutsangaben
Weitere Informationen

Publikationsverlauf

Received: 30. Juli 2016

Accepted after revision: 07. September 2016

Publikationsdatum:
18. Oktober 2016 (online)


Preview

Dedicated to D. Enders on the occasion of his 70th birthday

Abstract

The dehydrogenative cross-coupling of phenols and naphthols can be achieved by several oxidative methods. However, the key is the use of fluorinated alcohols such as 1,1,1,3,3,3-hexafluoroisopropanol. The direct application of electricity represents an alternative synthetic approach, which is superior to other oxidizers (e.g., peroxides). The method is sustainable, inherently safe, and easily scalable.

Supporting Information