A sterically hindered phosphonic acid with a hydrogen-bonded cage structure: 14-tert-Bu-2,6-MeS2-C6H2P(O)(OH)2 center dot H2O](4)

摘要

The synthesis and molecular structure of the novel phosphonic acid 4-tert-Bu-2,6-Mes(2)-C6H2P(O)(OH)(2) (1) is reported. Compound I crystallizes in form of its monohydrate as a hydrogen-bonded cluster (1 center dot H2O)(4) comprizing four phosphonic acid molecules (O center dot center dot center dot O 2.383(3)-3.006(4) angstrom). Additionally, sterically hindered terphenyl-substituted phosphorus compounds of the type 4-tert-Bu-2,6-MeS2-C6H2PR(O)(OH) (5, R = H; 7, R = O2CC6H4-3-Cl; 9, R = OEt) were prepared, which all show dimeric hydrogen-bonded structures with O center dot center dot center dot O distances in the range 2.489(2)-2.519(3) angstrom. Attempts at oxidizing 5 using H2O2, KMnO4, O-3, or Me3NO in order to give I failed. Crystallization of 5 in the presence Of Me3NO gave the novel hydrogen bonded aggregate 4-tert-Bu-2,6-Mes(2) -C6H2PH(O)(OH)center dot ONMe3 (6) showing an O-H center dot center dot center dot O distance of 2.560(4) angstrom.