Bidirectional Access to Radical Cation Diels‐Alder Reactions by Electrocatalysis. Issue 8 (23rd May 2017)

• Record Type: Journal Article
• Authors: Ozaki, Atsushi; Yamaguchi, Yusuke; Okada, Yohei; Chiba, Kazuhiro
• Is Part Of: ChemElectroChem. Volume 4:Issue 8(2017)
• Page Start: 1852
• Page End: 1855
• Publication Date: 2017-05-23
• Subjects: cyclic voltammetry -- Diels-Alder reactions -- electrocatalysis -- silica gel-supported substrate -- umpolung; Electrochemistry -- Periodicals; 541.37
• DOI: 10.1002/celc.201700286
• Languages: English
• ISSNs: 2196-0216

Abstract

Abstract: Umpolung is a classic and central concept in synthesis that produces a reversal of the normal reactivity of the molecules under study. The most straightforward method for umpolung involves an electron transfer reaction. The present study describes bidirectional access to radical cation Diels‐Alder reactions by electrocatalysis. The radical cation either of trans ‐anethole or 9‐methylanthracene could trigger the reaction, which was confirmed unambiguously through the use of silica‐gel‐supported substrates. Abstract : Radical action : Bidirectional access to radical cation Diels‐Alder reactions by electrocatalysis is described. The radical cation either of trans ‐anethole or 9‐methylanthracene could trigger the reaction, which was confirmed unambiguously through the use of silica‐gel‐supported substrates.