Synthesis, Characterization and Crystal Structure study of New Bidentate Phosphorus Ylides

The reaction of Ph۲PCH۲PPh۲ (dppm) and Ph۲PCH۲CH۲PPh۲ (dppe) with ۲-(bromoacetyl)naphthalene (BrCH۲C(O)C۱۰H۷) in chloroform and acetone as solvent produce thenew phosphonium salts [Ph۲PCH۲PPh۲CH۲C(O)C۱۰H۷]Br (۱) and[H۷C۱۰(O)CCH۲Ph۲PCH۲CH۲PPh۲CH۲C(O)C۱۰H۷]Br۲ (۲), respectively. Further, by reacting thephosphonium salts with appropriate base the bidentate phosphorus ylides,Ph۲PCH۲PPh۲=C(H)C(O)C۷H۱۰ (۳) and H۷C۱۰(O)CCH=Ph۲PCH۲CH۲PPh۲=CHC(O)C۱۰H۷ (۴)were obtained. The FT-IR, ۱H, ۳۱P and ۱۳C NMR spectra have been studied. Colourless crystalsof (۳) and (۴) were obtained from a toluene solution by slow evaporation of the solvent. Thestructure of these compounds are determined by single crystal X-ray diffraction technique.Single-crystal X-ray analysis revealed the unsymmetrical and symmetrical structure forPhosphorus ylides (۳) and (۴), respectively. These ylides can be coordinated to the central atomof complexes as mono or bidentate ligands in different modes.