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

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 cle...

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Main Authors: Gurnani, Chitra, Đorđević, Nemanja, Muthaiah, Senthilkumar, Dimić, Dušan, Ganguly, Rakesh, Petković, Milena, Vidović, Dragoslav
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2015
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Online Access:https://hdl.handle.net/10356/106217
http://hdl.handle.net/10220/26342
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1062172023-02-28T19:29:16Z Extending the chemistry of carbones : P-N bond cleavage via an SN2′-like mechanism Gurnani, Chitra Đorđević, Nemanja Muthaiah, Senthilkumar Dimić, Dušan Ganguly, Rakesh Petković, Milena Vidović, Dragoslav School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry::Carbanions 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. Accepted version 2015-07-07T09:19:58Z 2019-12-06T22:06:39Z 2015-07-07T09:19:58Z 2019-12-06T22:06:39Z 2015 2015 Journal Article Gurnani, C., Đorđević, N., Muthaiah, S., Dimić, D., Ganguly, R., Petković, M., et al. (2015). Extending the chemistry of carbones : P-N bond cleavage via an SN2′-like mechanism. Chemical communications, 51(53), 10762-10764. https://hdl.handle.net/10356/106217 http://hdl.handle.net/10220/26342 10.1039/C5CC03194J en Chemical communications © 2015 The Royal Society of Chemistry. This is the author created version of a work that has been peer reviewed and accepted for publication by Chemical Communications, The Royal Society of Chemistry. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1039/C5CC03194J]. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic DRNTU::Science::Chemistry::Organic chemistry::Carbanions
spellingShingle DRNTU::Science::Chemistry::Organic chemistry::Carbanions
Gurnani, Chitra
Đorđević, Nemanja
Muthaiah, Senthilkumar
Dimić, Dušan
Ganguly, Rakesh
Petković, Milena
Vidović, Dragoslav
Extending the chemistry of carbones : P-N bond cleavage via an SN2′-like mechanism
description 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.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Gurnani, Chitra
Đorđević, Nemanja
Muthaiah, Senthilkumar
Dimić, Dušan
Ganguly, Rakesh
Petković, Milena
Vidović, Dragoslav
format Article
author Gurnani, Chitra
Đorđević, Nemanja
Muthaiah, Senthilkumar
Dimić, Dušan
Ganguly, Rakesh
Petković, Milena
Vidović, Dragoslav
author_sort Gurnani, Chitra
title Extending the chemistry of carbones : P-N bond cleavage via an SN2′-like mechanism
title_short Extending the chemistry of carbones : P-N bond cleavage via an SN2′-like mechanism
title_full Extending the chemistry of carbones : P-N bond cleavage via an SN2′-like mechanism
title_fullStr Extending the chemistry of carbones : P-N bond cleavage via an SN2′-like mechanism
title_full_unstemmed Extending the chemistry of carbones : P-N bond cleavage via an SN2′-like mechanism
title_sort extending the chemistry of carbones : p-n bond cleavage via an sn2′-like mechanism
publishDate 2015
url https://hdl.handle.net/10356/106217
http://hdl.handle.net/10220/26342
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