Copper coupling reactions of 1.3-bis(2-hydroxyhexafluoro-2-propyl)-5-iodobenzene and its derivatives

Abstract

Attempts to homocouple 1,3-bis(2-hydroxyhexafluoro-2-propyl)-5- iodobenzene (diol iodide) with copper fail to give the desired biphenyl tetrol. However, the dimethyl ether derivative of the diol iodide reacts smoothly with copper to give the biphenyl tetramethyl ether in good yields. The diacetate derivative of the diol iodide with copper gives only reduction of the aryl iodide. Heterocoupling of the diol iodide with 1,4-diiodoperfluorobutane gives a tetrol containing the -(CF 2) 4-bridge.