Issue 51, 2016
From the journal:

Chemical Communications

Synthesis and structures of stable phosphorus zwitterions derived from mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates†

Ryosuke Saijo,a   Hidemitsu Uno,b   Shigeki Moric  and  Masami Kawase*a  

* Corresponding authors

a Faculty of Pharmaceutical Sciences, Matsuyama University, 4-2 Bunkyo-cho, Matsuyama, Ehime 790-8578, Japan
E-mail: kawase@cc.matsuyama-u.ac.jp
Fax: +81 89 9267162
Tel: +81 89 9267098

b Department of Chemistry and Biology, Graduate School of Science and Engineering, Ehime University, Matsuyama, Japan

c Advanced Research Support Center, Ehime University, Matsuyama, Japan

Abstract

Trialkyl phosphites were evaluated as phosphorus nucleophiles for addition to mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates (1), thereby producing tetravalent phosphorus zwitterions (2) in good yields. The structure of 2 was determined to be a tetravalent phosphonium enolate via single crystal X-ray analysis.

Graphical abstract: Synthesis and structures of stable phosphorus zwitterions derived from mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates

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Article information

DOI
https://doi.org/10.1039/C6CC01627H
Article type
Communication
Submitted
23 Feb 2016
Accepted
26 May 2016
First published
26 May 2016

Chem. Commun., 2016,52, 8006-8009

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Synthesis and structures of stable phosphorus zwitterions derived from mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates

R. Saijo, H. Uno, S. Mori and M. Kawase, Chem. Commun., 2016, 52, 8006 DOI: 10.1039/C6CC01627H

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