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Consecutive Transformations of Tetrafluoropropenes: Hydrogermylation and Catalytic C−F Activation Steps at a Lewis Acidic Aluminum Fluoride
Author(s) -
Meißner Gisa,
Kretschmar Konrad,
Braun Thomas,
Kemnitz Erhard
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201707759
Subject(s) - catalysis , reactivity (psychology) , silane , chemistry , fluoride , aluminium , lewis acids and bases , selectivity , surface modification , silanes , hydrogen bond , polymer chemistry , inorganic chemistry , organic chemistry , molecule , medicine , alternative medicine , pathology
Functionalization reactions of the refrigerants HFO‐1234yf (2,3,3,3‐tetrafluoropropene) and HFO‐1234ze (1,3,3,3‐tetrafluoropropene) were developed. The selectivity and reactivity towards CF 3 groups of C−F activation reactions can be controlled by employing either a germane or a silane as the hydrogen source. Unique transformations were designed to accomplish consecutive hydrogermylation and C−F activation steps. This allowed for an unprecedented transformation of an olefinic C−F bond into a C−H bond by heterogeneous catalysis. These reactions are catalyzed by nanoscopic aluminum chlorofluoride (ACF) under very mild conditions.