RESUMEN
The title compound, C(2)H(7)N(4)O(+).CH(4)O(3)P(-).H(2)O, crystallized with one carbamoylguanidinium cation, one methylphosphonate anion and one water molecule in the asymmetric unit. All H atoms of the carbamoylguanidinium ion are involved in a hydrogen-bonded network. The CH(3)PO(2)(OH) anions, together with the water molecules, build O-H...O hydrogen-bonded ribbons around a 2(1) screw axis parallel to the b axis. Neighbouring ribbons are not directly connected via hydrogen bonding. The carbamoylguanidinium cations are linked to these ribbons by N-H...O bridges and build a slightly buckled layer structure, the interlayer distance being b/2.
RESUMEN
Reaction of 2,2'-difluoro-1,1'-biphenyl with chlorosulfonic acid and subsequent hydrolysis followed by neutralization with potassium or sodium hydroxide affords disodium or dipotassium 5,5'-disulfonato-2,2'-difluoro-1,1'-biphenyl (1a, 1b). On treatment of 1b with diphenyl- or phenylphosphine in the superbasic medium DMSO/KOH, phosphine ligand 2 or 3 with a disulfonated 1,1'-biphenyl backbone or a dibenzophosphole moiety is formed. The structure of the oxide of 5-phenyldibenzophosphole 3, which crystallizes as 4.2.5H(2)O in the monoclinic space group P2(1)/n with a = 13.799(3) A, b = 19.246(4) A, c = 17.764(4) A, beta = 105.63(3) degrees, and Z = 4, has been determined by X-ray analysis. Nucleophilic phosphination of 1a with NaPH(2) in liquid ammonia yields the sodium phosphide 5a which on protonation gives the water-soluble 5H-dibenzophosphole 5. Reaction of 1b with PH(3) in the superbasic medium DMSO/KOtBu affords 5b in addition to the oxidation product 6a. On oxidation of 5a or 5b with H(2)O(2), the sodium or potassium salts of the sulfonated phosphinic acids 6a or 6b, respectively, are formed. Alkylation of the sodium dibenzophospholide 5a with 2,2'-bis(chloromethyl)-1,1'-biphenyl or 1,4-di-O-p-toluenesulfonyl-2,3-O-isopropylidene-D-threitol yields the chiral water-soluble bidentate phosphine ligands 8 and 9, respectively.