Novel tetranuclear cubane-like Co(II) complexes involving chelate phosphoramide ligands

Gubina, Kateryna E.; Оvchynnikov, Vladimir A.; Świa̧tek-Kozłowska, Jolanta; Amirkhanov, Vladimir M.; Sliva, Tatiana Yu.; Domasevitch, Konstantin V.

doi:10.1016/s0277-5387(02)00895-1

Cited by 34 publications

(10 citation statements)

References 14 publications

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“…Although numerous derivatives of nicotin-and isonicotinamide have been reported in the literature we could not find any phosphoramidate containing these amides. Phosphoramidates including -C(O)N(H)-P(O)-moiety have been used as O-donor ligands in the reaction with various metal ions up to now [4][5][6][7][8][9][10][11][12][13][14][15]. The presence of a peptide group in these compounds causes its diverse biological activity and used as anticancer drugs [16].…”

Section: Introductionmentioning

confidence: 99%

New organotin(IV) complexes of nicotinamide, isonicotinamide and some of their novel phosphoric triamide derivatives: Syntheses, spectroscopic study and crystal structures

Gholivand

Oroujzadeh

Afshar

2010

Journal of Organometallic Chemistry

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Section: Introductionmentioning

confidence: 99%

New organotin(IV) complexes of nicotinamide, isonicotinamide and some of their novel phosphoric triamide derivatives: Syntheses, spectroscopic study and crystal structures

Gholivand

Oroujzadeh

Afshar

2010

Journal of Organometallic Chemistry

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“…In recent years, investigations on N-benzoylphosphoric triamides are an important part of phosphoramidate chemistry due to their synthetic and structural [1][2][3], coordination [4][5][6][7][8] and biological [9] applications. These molecules have -C(O)NHP(O)-skeleton and the existence of peptide group in these derivatives cause them biologically active anticancer drugs [10].…”

Section: Introductionmentioning

confidence: 99%

Syntheses, spectroscopic study and crystal structures of some new N-benzoylphosphoric triamides

Gholivand

Shariatinia‬

2007

Struct Chem

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The reaction of N-benzoylphosphoramidic dichloride with amines afforded some new N-benzoylphosphoric triamides with formula C 6 H 5 C (4) and N(CH 3 ) (C 6 H 11 ) (5) that were characterized by 1 H, 13 C, 31 P NMR, IR spectroscopy and elemental analysis. The structures have been determined for compounds 4 and 5 by X-ray crystallography. These compounds contain one amidic hydrogen atom and form centrosymmetric dimmers via intermolecular -P=O · · · H-N-hydrogen bonds besides weak C-H · · · O hydrogen bonds that lead to three-dimensional polymeric clusters in the crystalline lattice.

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“…Replacing amide group with N RR¢ forms N-acylated phosphoramides, R C(O)N(H)P(O) R 1 R 2 which are of speciali nterest because of: i) bearing aclose structuralr esemblance to the b -diketone frame, ii) usually acting aseffective chelating groups, iii) revealing of stoichiometry, structure and properties of coordination compounds which maybeclearly related with known types of metaldiketonates [2]. The title molecule contains one amidic hydrogen atom and form centrosymmetric dimers, produced by two equivalent intermolecularhydrogen bonds.…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of N-trifluoroacetyl-N′,N″-bis(N-cyclohexyl-methyl) phosphoric triamide, CF3C(O)N(H)P(O)[N(CH3)(C6H11)]2

Yazdanbakhsh¹,

Sabbaghi²,

Boese³

2007

Zeitschrift Für Kristallographie - New Crystal Structures

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Source of materialThe title compound wass ynthesized by the reaction of N -trifluoroacetyl phosphoramidic dichloride (1.15 g, 5mmol) with Ncyclohexylmethyl amine (2.26 g, 20 mmol) in CCl 4 (10 mL)under 24 hours stirring at0°C.The solvent removed in vacuum and the solid washed with distilled water. The residue recrystallized in CH 3 CN.Singlecrystals of the compound were obtained from the solution of CH 3 CNafter aslow evaporation atroom temperature. DiscussionIsoelectronic analogues of common phosphorus(V)o xo acids, e.g., orthophosphoric acid H 3 PO4 ,m etaphosphoric acid HPO3 , and phosphonic acid H 3 PO3 ,inwhich the hydroxyl groups are replaced by N RR¢ moieties have been known for over acentury [1].Replacing amide group with N RR¢ forms N-acylated phosphoramides, R C(O)N(H)P(O) R 1 R 2 which are of speciali nterest because of: i) bearing aclose structuralr esemblance to the b -diketone frame, ii) usually acting aseffective chelating groups, iii) revealing of stoichiometry, structure and properties of coordination compounds which maybeclearly related with known types of metaldiketonates [2]. The title molecule contains one amidic hydrogen atom and form centrosymmetric dimers, produced by two equivalent intermolecularhydrogen bonds. The phosphoryl and the carbonyl groups are anti and the phosphorus atom in the structure hasslightly distorted tetrahedralcoordination. The bond angles around P1atom are in the range of 104.24(6)°-118.22(5)°, limited by the angles N3-P1-N1and O1-P1-N3, respectively.The bondl engths P1-N2and P1-N3are 1.634(1) Åand 1.628(1) Å,r espectively. They are significantly shorter thanthe typicalP-Nsingle bond length (1.77 Å) [3]. The bond length P1-N1(1.712(1) Å)is longer thanthe P1-N2and P1-N3due to the resonance interaction of N(amide) with the C = O-p system,t hatc auses apartial multiple-bond character in N1-C1, ( d (N1-C1) =1.355(2) Å. The other N-Cbond lengths are in the range of 1.467(2) Å-1.478(2) Å). The environment of N2and N3atoms indicates a slight deviation from planarity. Sum of the surrounding angles around N2and N3atoms are 356.4°and 358.5°. Furthermore, the angle C1-N1-P1is129.09(9)°. These results confirm the sp 2 hybridization for the nitrogen atoms, although due to the repulsion and steric interactions, some angles are greater and others are smaller than120°. The P = Obond length is 1.4782(8) Å,thatis larger thanthe normalP = Obond length (1.45 Å[3]) due to electron donating of the groups linked to Patom.

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Novel tetranuclear cubane-like Co(II) complexes involving chelate phosphoramide ligands

Cited by 34 publications

References 14 publications

New organotin(IV) complexes of nicotinamide, isonicotinamide and some of their novel phosphoric triamide derivatives: Syntheses, spectroscopic study and crystal structures

New organotin(IV) complexes of nicotinamide, isonicotinamide and some of their novel phosphoric triamide derivatives: Syntheses, spectroscopic study and crystal structures

Syntheses, spectroscopic study and crystal structures of some new N-benzoylphosphoric triamides

Crystal structure of N-trifluoroacetyl-N′,N″-bis(N-cyclohexyl-methyl) phosphoric triamide, CF3C(O)N(H)P(O)[N(CH3)(C6H11)]2

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