Key indicatorsSingle-crystal X-ray study T = 293 K Mean (C-C) = 0.005 Å R factor = 0.051 wR factor = 0.115 Data-to-parameter ratio = 10.5For details of how these key indicators were automatically derived from the article, see
Synthesis of 6-subsituted-2,10-dibromodibenzo [d,g] [1,3,6,2]dioxathiaphosphocin 6-sulfides (3a-l) has been accomplished in a two-step process. Reaction of 5,5'-dibromo-2,2'-dihydroxydiphenyl sulfide 1 and thiophosphoryl chloride in equimolar quantities in the presence of triethylamine as a base and DMAP as a catalyst in anhydrous toluene afforded the intermediate 6-chloro-2,10-dibromodibenzo [d,g][1,3,6,2]dioxathiaphosphocin 6-sulfide 2. Subsequent reaction of the monochloride 2 with sodium phenoxides/ thiophenoxides afforded the title compounds. All the compounds showed moderate activity against bacteria and fungi.
In the title compound, C15H15O4P, the seven‐membered phosphepine ring exhibits a twist–chair conformation, with the phosphoryl O atom in an equatorial and the methylphenoxy group in an axial position. The crystal structure is stabilized by both intra‐ and intermolecular C—H...O hydrogen bonds.
6-Alkylcarbamato-2,10-dibromodibenzo[d,g][1,3,6,2]dioxathiaphosphocin 6-oxides were prepared by cyclisation of 5,5′-dibromo-2,2′-dihydroxydiphenyl sulfide with dichlorophosphinyl carbamates/thiocarbamates, obtained by the addition of alcohols/thiols to dichloroisocyanatophosphine oxide, and characterised by IR, 1H, 13C, 31P NMR and mass spectral studies.
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