Coupling of two arenes with selenium dioxide to give a selenobiaryl ether

US10106497B2 · kind B2 · utility

Assignee

• EVONIK DEGUSSA GMBH · DE

Inventors

• Katrin Marie Dyballa · Recklinghausen, DE
• Robert Franke · Marl, DE
• Siegfried R. Waldvogel · Gau-Algesheim, DE
• Thomas Quell · Recklinghausen, DE
• Michael Mirion · Mainz, DE

Key dates

• Filing date: May 18, 2016
• Grant date: Oct 23, 2018
• Expiry date: May 18, 2036

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C391/02
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention relates to a method for coupling two arenes with selenium dioxide to give a selenobiaryl ether. The method of the present invention includes: adding a first arene to the reaction mixture, adding a second arene to the reaction mixture, adding selenium dioxide to the reaction mixture, adding an acid having a pKa in the range from 0 to 5 to the reaction mixture, and adjusting the reaction temperature of the reaction mixture such that the first arene and the second arene are converted to a selenobiaryl ether. The present invention also relates to novel selenobiaryl ethers.