4.8 Article

Activation of C-F Bonds by Electrophilic Organosilicon Sites Supported on Sulfated Zirconia

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 45, Pages 14902-14905

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201809199

Keywords

C-F activation; heterogeneous catalysis; Lewis acids; silanes; surface chemistry

Funding

  1. University of California, Riverside
  2. National Science Foundation [CHE-1626673, CHE-1800561]

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The reaction of allyltriisopropylsilane with partially dehydroxylated sulfated zirconium oxide (SZO) forms surface organosilicon species. Solid-state NMR studies of the organosilicon functionalized SZO shows that electrophilic [TIPS][SZO] sites are present on the surface, in addition to less reactive TIPS-O-x and SiOx species. The electrophilic [TIPS][SZO] sites are strong Lewis acids from solid-state (PNMR)-P-31 analysis of triethylphosphine oxide (O=PEt3) contacted materials. [TIPS][SZO] is active in hydrodefluorination reactions in the presence of Et3SiH.

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