Jump to main content
Jump to site search

Issue 44, 2018
Previous Article Next Article

Reactivity of the diphosphinodithio ligated nickel(0) complex toward alkyl halides and resultant nickel(I) and nickel(II)–alkyl complexes

Author affiliations

Abstract

Diphosphinodithio ligated complexes of nickel(0), nickel(I) and nickel(II)–alkyl with a reactivity relevant to the C–C bond formation were described. Stoichiometric reactions of the nickel(0) complex, [(P2S2)Ni] ([1]0, P2S2 = (Ph2PC6H4CH2S)2(C2H4)), with alkyl halides (RX) such as C6H5CH2Br, C2H3CH2Br, C2H5I and (CH3)2CHI were investigated, from which the products were found to be highly dependent on the nature of RX used. Oxidative addition of C2H3CH2Br to [1]0 provides the stable Ni(II)–alkyl complexes [1-allyl]+. The reaction of [1]0 with C6H5CH2Br proceeds through a radical pathway resulting in the formation of the nickel(I) complex [1]+ and an organic homo-coupled product 1,2-diphenylethane. Oxidative addition of C2H5I or (CH3)2CHI to [1]0 can be achieved but it competes with the halogen atom abstraction reaction as found for C6H5CH2Br. [1]0 was shown to be an active catalyst for the coupling reactions of primary halides and alkyl Grignard reagents.

Graphical abstract: Reactivity of the diphosphinodithio ligated nickel(0) complex toward alkyl halides and resultant nickel(i) and nickel(ii)–alkyl complexes

Back to tab navigation

Supplementary files

Publication details

The article was received on 04 Aug 2018, accepted on 15 Oct 2018 and first published on 15 Oct 2018


Article type: Paper
DOI: 10.1039/C8DT03188F
Citation: Dalton Trans., 2018,47, 15757-15764
  •   Request permissions

    Reactivity of the diphosphinodithio ligated nickel(0) complex toward alkyl halides and resultant nickel(I) and nickel(II)–alkyl complexes

    A. Zhang, C. Wang, X. Lai, X. Zhai, M. Pang, C. Tung and W. Wang, Dalton Trans., 2018, 47, 15757
    DOI: 10.1039/C8DT03188F

Search articles by author

Spotlight

Advertisements