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Issue 2, 2017
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One pot conversion of benzophenone imine into the relevant 2-aza-allenium

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Abstract

Interaction of common imines with WCl6 in organic solvents revealed very unusual features in the context of imine chemistry. Ph2C[double bond, length as m-dash]NH was converted in one pot into the 2-aza-allenium species [Ph2C[double bond, length as m-dash]N[double bond, length as m-dash]CPh2]+via N2 release, with [Ph2C[double bond, length as m-dash]NH2]+ being a co-product. PhCH[double bond, length as m-dash]NtBu underwent C–H bond activation resulting in the formation of [C[triple bond, length as m-dash]N] containing derivatives, together with [PhCH[double bond, length as m-dash]NHtBu]+.

Graphical abstract: One pot conversion of benzophenone imine into the relevant 2-aza-allenium

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Publication details

The article was received on 29 Oct 2016, accepted on 01 Dec 2016 and first published on 09 Dec 2016


Article type: Communication
DOI: 10.1039/C6CC08702G
Chem. Commun., 2017,53, 364-367

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    One pot conversion of benzophenone imine into the relevant 2-aza-allenium

    M. Bortoluzzi, T. Funaioli, F. Marchetti, G. Pampaloni, C. Pinzino and S. Zacchini, Chem. Commun., 2017, 53, 364
    DOI: 10.1039/C6CC08702G

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