K. Kumar, C. S. Reddy, N. Kumar
Aug 1, 2001
Citations
0
Influential Citations
9
Citations
Journal
Phosphorus, Sulfur, and Silicon and the Related Elements
Abstract
Abstract Syntheses of several 6-aryloxy-12-oxo-dibenzo[d,g][1,3,2] dioxaphosphocin 6-oxides (3a-i), trichloromethyl-12-oxo-dibenzo[d,g][1,3,2]dioxaphosphocin 6-oxide (3j) and 7-chloroethoxy-12-oxo-dibenzo[d,g](1,3,2]dioxaphosphocin 6-oxide (3k) were accomplished by the reaction of equimolar quantities of 2,2′-dihydroxy benzophenone (1) with various aryl/alkyl phosphorodichloridates (2a-i,2k) and trichloromethyl phosphonicdichloride (2j) in the presence of triethylamine at 45–50[ddot]C. An X-ray diffraction analysis of 6-(4′-methyl phenoxy)-12-oxo-dibenzo[d,g][1,3,2]dioxaphosphocin 6-oxide(3d) revealed that the dioxaphosphocin ring is in distorted-boat conformation with the “oxo” group in a pseudo equatorial arrangement and phosphoryl oxygen (P=O) in equatorial orientation in the solid state. The proposed structures of the title compounds are supported by IR, 1H, 13C and 31P NMR and Mass spectral data. Compounds 3f, 3g, 3h, 3i, 3j and 3k are found to possess significant antibacterial and antifungal activity.