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Issue 59, 2020
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Trisubstituted geminal diazaalkene derived transient 1,2-carbodications

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The coulombic repulsion between two adjacent cation centres of 1,2-carbodications is known to decrease with π- and/or n-donor substituents by a positive charge delocalization. Here we report the delocalization of the positive charge of transient 1,2-carbodications having one H-substituent by an intramolecular base-coordination. N-heterocyclic olefin (NHO) derived 2-pyrrolidinyl appended trisubstituted geminal diazaalkenes were used for the generation of transient 1,2-carbodications through a 2-e chemical oxidation process. We have also studied the 1-e oxidation reaction of trisubstituted geminal diazaalkenes (electrochemically and chemically) and also studied them using in situ EPR spectroscopy.

Graphical abstract: Trisubstituted geminal diazaalkene derived transient 1,2-carbodications

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Supplementary files

Article information

20 Apr 2020
07 Jun 2020
First published
08 Jun 2020

Chem. Commun., 2020,56, 8233-8236
Article type

Trisubstituted geminal diazaalkene derived transient 1,2-carbodications

D. Mandal, F. Stein, S. Chandra, N. I. Neuman, P. Sarkar, S. Das, A. Kundu, A. Sarkar, H. Rawat, S. K. Pati, V. Chandrasekhar, B. Sarkar and A. Jana, Chem. Commun., 2020, 56, 8233
DOI: 10.1039/D0CC02807J

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