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Oxyonium phosphobetaines – unusually stable nucleophilic catalyst–phosphate complexes formed from H-phosphonates and N-oxides†‡
Magdalena Materna,Jacek Stawinski,Agnieszka Kiliszek,Wojciech Rypniewski,Michal Sobkowski
RSC Advances Pub Date : 01/29/2016 00:00:00 , DOI:10.1039/C5RA27465F
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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