You are currently viewing the abstract.
View Full TextLog in to view the full text
AAAS login provides access to Science for AAAS members, and access to other journals in the Science family to users who have purchased individual subscriptions.
More options
Download and print this article for your personal scholarly, research, and educational use.
Buy a single issue of Science for just $15 USD.
Abstract
All-cis-multifluorinated cycloalkanes exhibit intriguing electronic properties. In particular they display extremely high dipole moments perpendicular to the aliphatic ring, making them highly desired motifs in material science. Only very few such motifs have been prepared, with their syntheses requiring multistep sequences from diastereoselectively prefunctionalized precursors. Herein, we report a synthetic strategy to access these valuable materials via the rhodium-cyclic (alkyl)(amino)carbene (CAAC)-catalyzed hydrogenation of readily available fluorinated arenes in hexane. This route enables the scalable single-step preparation of a plethora of multisubstituted and multifluorinated cycloalkanes, including all-cis-1,2,3,4,5,6-hexafluorocyclohexane as well as cis-configured fluorinated aliphatic heterocycles.
