Issue 24, 2004
From the journal:

Chemical Communications

Phosphonyl transfer by the elimination-addition mechanism: accelerated formation of an alkylidineoxophosphorane (phosphene) intermediate when a P–O single bond is replaced by P–S

Martin J. P. Hargera  

a Department of Chemistry, University of Leicester, Leicester, UK
E-mail: mjph2@le.ac.uk
Fax: +44 (0)116 2523789
Tel: +44 (0)116 2522127

Abstract

The phosphonochloridate R2CHP(O)(YEt)Cl (R2CH = fluoren-9-yl, Y = O or S) reacts with Pri2NH largely or exclusively by an elimination-addition mechanism; the three-coordinate phosphene intermediate R2C[double bond, length as m-dash]P(O)YEt is formed ca. 103 times more easily when Y = S than when Y = O.

Graphical abstract: Phosphonyl transfer by the elimination-addition mechanism: accelerated formation of an alkylidineoxophosphorane (phosphene) intermediate when a P–O single bond is replaced by P–S

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Article information

DOI
https://doi.org/10.1039/B412036A
Article type
Communication
Submitted
05 Aug 2004
Accepted
06 Oct 2004
First published
03 Nov 2004

Chem. Commun., 2004, 2896-2897

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Phosphonyl transfer by the elimination-addition mechanism: accelerated formation of an alkylidineoxophosphorane (phosphene) intermediate when a P–O single bond is replaced by P–S

M. J. P. Harger, Chem. Commun., 2004, 2896 DOI: 10.1039/B412036A

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