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P═O Moiety as an Ambidextrous Hydrogen Bond Acceptor

Tupikina, Elena Yu. ; Bodensteiner, Michael ; Tolstoy, Peter M. ; Denisov, Gleb S. ; Shenderovich, Ilya G.


Hydrogen bond patterns of crystals of phosphinic, phosphonic, and phosphoric acids and their cocrystals with phosphine oxides were studied using P-31 NMR and single-crystal X-ray diffraction. Two main factors govern these patterns and favor or prevent the formation of cocrystals. The first one is a high proton-accepting ability of the P = O moiety in these acids. As a result, this moiety ...


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