Issue 53, 2015
From the journal:

Chemical Communications

Extending the chemistry of carbones: P–N bond cleavage via an SN2′-like mechanism†

Chitra Gurnani,a   Nemanja Đorđević,a   Senthilkumar Muthaiah,b   Dušan Dimić,c   Rakesh Ganguly,a   Milena Petković*c  and  Dragoslav Vidović*a  

* Corresponding authors

a School of Physical and Mathematical Sciences, Department of Chemistry and Biological Chemistry, Nanyang Technological University, 21 Nanyang Link, Singapore, Singapore
E-mail: dvidvic@ntu.edu.sg

b National Institute of Technology Kurukshetra, Kurukshetra-136119, Haryana, India

c Faculty of Physical Chemistry, University of Belgrade, Studentski Trg 12-16, 11000 Belgrade, Republic of Serbia
E-mail: milena@ffh.bg.ac.rs

Abstract

The reactivity of nucleophilic carbodiphosphorane (C(PPh3)2, 1) and carbodicarbene (C(C(NMe)2C6H4)2, 2) towards various dichlorophosphines has been explored. In most cases the expected carbone-for-chloride ligand exchange was observed. However, the use of MeN(PCl2)2 resulted in a unique P–N bond cleavage that, according to computational studies, occurred via an SN2′-like mechanism.

Graphical abstract: Extending the chemistry of carbones: P–N bond cleavage via an SN2′-like mechanism

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Article information

DOI
https://doi.org/10.1039/C5CC03194J
Article type
Communication
Submitted
20 Apr 2015
Accepted
29 May 2015
First published
29 May 2015

Chem. Commun., 2015,51, 10762-10764

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Extending the chemistry of carbones: P–N bond cleavage via an SN2′-like mechanism

C. Gurnani, N. Đorđević, S. Muthaiah, D. Dimić, R. Ganguly, M. Petković and D. Vidović, Chem. Commun., 2015, 51, 10762 DOI: 10.1039/C5CC03194J

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