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Issue 7, 2017
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Cyclohexa-1,4-dienes in transition-metal-free ionic transfer processes

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Abstract

Safe- and convenient-to-handle surrogates of hazardous chemicals are always in demand. Recently introduced cyclohexa-1,4-dienes with adequate substitution fulfil this role as El+/H equivalents in B(C6F5)3-catalysed transfer reactions of El–H to π- and σ-donors (C[double bond, length as m-dash]C/C[triple bond, length as m-dash]C and C[double bond, length as m-dash]O/C[double bond, length as m-dash]N). Surrogates of Si–H/Ge–H, H–H and even C–H bonds have been designed and successfully applied to ionic transfer hydrosilylation/hydrogermylation, hydrogenation and hydro-tert-butylation, respectively. These processes and their basic principles are summarised in this Minireview. The similarities and differences between these transfer reactions as well as the challenges associated with these transformations are discussed.

Graphical abstract: Cyclohexa-1,4-dienes in transition-metal-free ionic transfer processes

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Publication details

The article was received on 13 Apr 2017, accepted on 20 May 2017 and first published on 24 May 2017


Article type: Minireview
DOI: 10.1039/C7SC01657C
Citation: Chem. Sci., 2017,8, 4688-4695
  • Open access: Creative Commons BY license
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    Cyclohexa-1,4-dienes in transition-metal-free ionic transfer processes

    S. Keess and M. Oestreich, Chem. Sci., 2017, 8, 4688
    DOI: 10.1039/C7SC01657C

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