Jump to main content
Jump to site search

Issue 43, 2016
Previous Article Next Article

Competing reaction pathways of 3,3,3-trifluoropropene at rhodium hydrido, silyl and germyl complexes: C–F bond activation versus hydrogermylation

Author affiliations

Abstract

The reaction of the silyl complex [Rh{Si(OEt)3}(PEt3)3] (1) with 3,3,3-trifluoropropene afforded the rhodium complex [Rh(CH2CHCF3){Si(OEt)3}(PEt3)2] (2) which features a bonded fluorinated olefin. In contrast the rhodium hydrido complex [Rh(H)(PEt3)3] (3) yielded on treatment with 3,3,3-trifluoropropene in the presence of a base the fluorido complex [Rh(F)(PEt3)3] (4) together with 1,1-difluoro-1-propene by C–F bond activation. At low temperature the intermediate fac-[Rh(H)(CH2CHCF3)(PEt3)3] (5) was detected by NMR spectroscopy. The germyl complex [Rh(GePh3)(PEt3)3] (6) reacted also with 3,3,3-trifluoropropene by C–F bond activation affording again the fluorido complex [Rh(F)(PEt3)3] (4) as well as the (3,3-difluoroallyl)triphenylgermane 7. The catalytic hydrogermylation of 3,3,3-trifluoropropene in the presence of various germanium hydrides under mild conditions was developed by employing complex 6 as a catalyst. The molecular structures of both germane derivatives (3,3-difluoroallyl)triphenylgermane 7 and 1,1,1-trifluoropropane-3-triphenylgermane 8 were determined by X-ray crystallography.

Graphical abstract: Competing reaction pathways of 3,3,3-trifluoropropene at rhodium hydrido, silyl and germyl complexes: C–F bond activation versus hydrogermylation

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 30 Jul 2016, accepted on 06 Oct 2016, published on 14 Oct 2016 and first published online on 14 Oct 2016


Article type: Paper
DOI: 10.1039/C6DT03027K
Citation: Dalton Trans., 2016,45, 17495-17507
  •   Request permissions

    Competing reaction pathways of 3,3,3-trifluoropropene at rhodium hydrido, silyl and germyl complexes: C–F bond activation versus hydrogermylation

    T. Ahrens, M. Teltewskoi, M. Ahrens, T. Braun and R. Laubenstein, Dalton Trans., 2016, 45, 17495
    DOI: 10.1039/C6DT03027K

Search articles by author