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Issue 14, 2001
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Preparation of tetraalkylformamidinium salts and related species as precursors to stable carbenes

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Abstract

Methods are described for the preparation of a range of N,N,N′,N′-tetraalkylformamidinium and N,N-dialkyliminium ions 420 as anhydrous salts for use as precursors to diamino- and amino-carbenes. These methods include a novel method involving nucleophilic addition to formamides followed by trapping with electrophiles such as triflic anhydride, various methods of formamide activation, exchange reactions involving orthoesters and the transamination of amidinium salts, and alkylation methods.

Graphical abstract: Preparation of tetraalkylformamidinium salts and related species as precursors to stable carbenes

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Publication details

The article was received on 04 May 2001, accepted on 07 Jun 2001 and first published on 27 Jun 2001


Article type: Paper
DOI: 10.1039/B104110J
Citation: J. Chem. Soc., Perkin Trans. 1, 2001,0, 1586-1593
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    Preparation of tetraalkylformamidinium salts and related species as precursors to stable carbenes

    R. W. Alder, M. E. Blake, S. Bufali, C. P. Butts, A. G. Orpen, J. Schütz and S. J. Williams, J. Chem. Soc., Perkin Trans. 1, 2001, 0, 1586
    DOI: 10.1039/B104110J

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