Syntheses and spectroscopic studies of some new diazaphospholes and diazaphosphorinanes. Crystal structure of 4-F-C6H4C(O)N(H) P(O)(NHC6H4NH)

Abstract

New diazaphospholes and diazaphosphorinanes with formula 4-F-C 6H4C(O)NHP(O)(NHC6H4NH) (1),4-CH3-C6H4NHP(O)(NHC6H 4NH) (2), 4-CH3-C6H4NHP(O)(NHC 10H6NH) (3), 4-CH3-C6H 4NHP(O)(NHCH2C6H4NH) (4), 4-F-C 6H4C(O)NHP(O)(NHCH2C6H 4NH) (5), CCl3C(O)NHP(O)(NHCH2C 6H4NH) (6) and 4-CH3-C6H 4NHP(O)(NHCH2C(CH3)2CH 2NH) (7) were synthesized and characterized by 1H, 13C, 31P NMR and IR spectroscopy and elemental analysis. The structure of compound 1 has been determined by X-ray crystallography. A one-dimensional polymeric chain was observed in the crystalline lattice produced by intermolecular -P=O...H-N- and -C=O...H-N-hydrogen bonds. Compounds 1 and 2 contain five-membered rings and show high values for 2J(PNH) and 2J(P,C) coupling constants due to the ring strain. These constants are reduced seriously in compounds with six-membered rings. In compound 6 with CCl3C(O)NH moiety, all phosphorus-hydrogen couplings are zero. © 2005 Verlag der Zeitschrift für Naturforschung.