Synthesis of Janus All- Tetrafluorocyclohexanes Carrying 1,4-Diether Motifs.

Nucleophilic aromatic substitutions (SAr) of alkoxides on pentafluoroaryl ethers are explored as a first step in a synthesis sequence to generate all- 2,3,5,6-tetrafluorocyclohexyl-1,4-dialkyl ethers . The SAr reaction was explored both experimentally and theoretically to rationalize // selectivities. -Butyl deprotection of products followed by phenol alkylations introduces versatility to the synthesis. The final Rh(CAAC) catalyzed aryl hydrogenation step of intermediate tetrafluoroaryl-1,4-diethers generated cyclohexane products . This chemistry introduces a new class of Janus fluorocyclohexane derivatives with ether substituents placed 1,4- to each other.