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Issue 18, 2016
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Oxyonium phosphobetaines – unusually stable nucleophilic catalyst–phosphate complexes formed from H-phosphonates and N-oxides

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Abstract

Aryl H-phosphonates react with N-oxides to form previously unknown stable zwitterionic oxyonium phosphates comprising an O–P–O–N+Z atom system. Their structures were confirmed i.e. by X-ray crystal structure analysis, and some mechanisms were proposed for their formation. Stability during storage and reactivity toward nucleophiles points to their possible synthetic applications.

Graphical abstract: Oxyonium phosphobetaines – unusually stable nucleophilic catalyst–phosphate complexes formed from H-phosphonates and N-oxides

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Article information


Submitted
22 Dec 2015
Accepted
27 Jan 2016
First published
29 Jan 2016

RSC Adv., 2016,6, 14448-14451
Article type
Communication

Oxyonium phosphobetaines – unusually stable nucleophilic catalyst–phosphate complexes formed from H-phosphonates and N-oxides

M. Materna, J. Stawinski, A. Kiliszek, W. Rypniewski and M. Sobkowski, RSC Adv., 2016, 6, 14448
DOI: 10.1039/C5RA27465F

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