Binuclear complexes.  Synthesis and characterization of the binuclear ligand 1,4-dihydrazinophthalazine bis(2'-pyridinecarboxaldimine) and the nickel complex .mu.-Chloro-tetraaqua[1,4-dihydrazinophthlazine bis(2'-pyridinecarboxaldimine)]dinickel(II) chloride dihydrate

Sullivan, Douglas A.; Palenik, Gus J.

doi:10.1021/ic50171a030

Cited by 34 publications

(15 citation statements)

References 7 publications

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“…[19][20][21] On the other hand, in 1,4-bis(2Ј-pyridiniomethylenehydrazino)phthalazine nitrate dihydrate the acidic proton resides on the exocyclic nitrogen. 22 In 6 the values of endocyclic bond angles are regular and in agreement with those found in analogous hydrazinophthalazine derivatives. The heterocycle is planar.…”

Section: Isomerism/tautomerism In the Crystal Statesupporting

confidence: 80%

“…The distance N(10)-C( 11) is equal to 1.291(5) Å, very close to the value of 1.284(6) Å found in 5 and in other analogous derivatives. 22 The bond angle C(4)-N(9)-N( 10) is equal to 110.4(3)Њ, a slightly low value in comparison with that found in the phthalazin-1(2H)-Table 1 Selected bond lengths (Å) and angles (Њ) for 5 and 6 5 6 12) C( 11)-C( 15) C( 12)-O( 13) O( 13)-C( 14) In both compounds the aliphatic hydrazone substituent is planar. The dihedral angle with the heterocycle is equal to 8.1(1)Њ (5) and 3.9(1)Њ (6).…”

Section: Isomerism/tautomerism In the Crystal Statementioning

confidence: 99%

“…hydrochloride (119.8(3)Њ)18 or in 1,4-dihydrazinophthalazinium derivatives (mean value = 117.5(4)Њ) [20][21][22]. …”

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confidence: 99%

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On the isomerism/tautomerism of hydrazones. Crystal structures, study in solution and theoretical calculations of new series of α-N-heterocyclic hydrazones

Giorgi

Ponticelli

Savini

et al. 2000

J. Chem. Soc., Perkin Trans. 2

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The isomerism/tautomerism of new series of α-N-heterocyclic hydrazones with chelating properties towards metal ions and potential biological activity have been studied in the solid state by X-ray crystallography and in solution by nuclear magnetic resonance. Among possible syn-Z/anti-E isomers and different tautomeric structures, the molecular structures of dimethylquinolylhydrazone 5 and its phthalazinyl analogue 6 have shown that both are anti-E isomers. In 5 the mobile proton resides on the hydrazone nitrogen, but in the phthalazine derivative 6 it is located on one endocyclic nitrogen. The same isomeric structures are also confirmed in the solution by NMR experiments. While for 6 no other isomer is detected, the quinoline derivatives 1-5 show chemical equilibrium between the imino and amino tautomers in the solution, the latter being present in a very high amount (>90%). The study has also been extended to potential energy calculations of isolated molecules and of molecules in the crystal lattice.

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Section: Isomerism/tautomerism In the Crystal Statesupporting

confidence: 80%

Section: Isomerism/tautomerism In the Crystal Statementioning

confidence: 99%

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On the isomerism/tautomerism of hydrazones. Crystal structures, study in solution and theoretical calculations of new series of α-N-heterocyclic hydrazones

Giorgi

Ponticelli

Savini

et al. 2000

J. Chem. Soc., Perkin Trans. 2

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“…Polyfunctional ligands derived from hydrazine (1 -3), pyrazole (4)(5)(6)(7)(8), pyridazine (4, 9-1 I), and phthalazine (4,9,11,(12)(13)(14)(15)(16)(17)(18)(19) form transition metal complexes in which the metals are brought into close proximity because of the presence of the N,, diazine, fragments in these systems. Antiferromagnetic exchange between the adjacent metal centres has been demonstrated in some of these complexes (4,11,13,15,16,18) and catecholase activity has been shown with binuclear copper complexes of the binucleating ligand 1,4-di(2'-pyridyl) aminophthal- 'To whom all correspondence should be addressed.…”

Section: Introductionmentioning

confidence: 99%

Copper complexes of polyfunctional phthalazines. Mononuclear and polynuclear derivatives

Bautista¹,

Dewan²,

Thompson³

1982

Can. J. Chem.

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. Can. J. Chem. 60,2583Chem. 60, (1982. Mononuclear, binuclear, and trinuclear copper(I1) complexes of the tetradentate ligands 1,4-di(2'-pyridyl) aminophthalazine (PAP) and 1,4-di(4'-methyl-2'-pyridyl) aminophthalazine (PAP4Me) and binuclear complexes of the tetradentate ligand 1,4-di(6'-methyl-2'-pyridyl) aminophthalazine (PAP6Me) are reported. In a series of binuclear carboxylate derivatives carboxylate bridges exist between copper centres in all cases and in some cases oxygen bridges (hydroxide or methoxide) are indicated. In all other polynuclearderivatives hydroxide bridges are anticipated on the basis of analytical, spectral, and magnetic data. The ligandsexist as anionic groups in some binuclear carboxylate derivatives while in the other polynuclear systems neutral ligands are found. In reactions in aqueous solution protonated mononuclear derivatives are obtained for both PAP and PAP4Me in cases where solutions of the metal salts are inherently acidic, followed by polynuclear, neutral ligand complexes which form when the pH increases. On a prepare les complexes mono-, bi-et trinuclkaires du cuivre(I1) des ligands tetradentates di(pyridy1 2')-1,4 aminophtalazine (PAP) et di-(methyl-4' pyridyl-2')-1,4 aminophtalazine (PAP4Me) et les complexes binuclkaires du ligand tetradentate di(methy1-6' pyridyl-2')-1,4 aminophtalazine (PAP6Me). Dans une sCrie de derives carboxylates binucltaires, il existe dans tous les cas des ponts carboxylates entre les centres cuivre et, dans certains cas, on trouve des ponts oxygknes (hydroxyde ou methylate). En se basant sur des donnees analytiques, spectrales et magnetiques, on prkvoit qu'il existera des ponts hydroxydes dans tous les autres derivks polynucleaires. Les ligands existent sous forme de groupes anioniques dans certains carboxylates binucleaires tandis que, dans d'autres systkmes polynuclkaires, on trouve des ligands neutres. Lorsque les solutions de sels mCtalliques sont intrinsequement acides, on obtient des derives mononuclCaires protones avec le PAP et le PAP4Me en solution aqueuses e t des complexes polynucleaires de ligands neutres lorsque le pH augmente. On n'obtient pas de complexes mononucleaires protones avec le PAP6Me alors que des facteurs stCriques empechent la formation de tels derives. On a observe de faibles moments magnetiques ( 1.1-1.5 BM) pour la plupart des complexes ayant un pont hydroxyde tandis qu'on observe des valeurs plus faibles (< 0.70 BM) pour deux complexes binucleaires du PAP6Me; ceci indique qu'il existe une possibilitk d'un fort echange antiferromagnetique entre les centres mCtalliques. Une etude preliminaire du complexe [CU,(PAP~M~)(OH)(NO,)~(H~O)~]NO, par cristallographie de rayons X indique une structure binuclkaire triplement pontCe incluant un pont nitrate bidentate et un pont hydroxyde avec un angle du pont oxygkne de 115,2".[Traduit par le journal]

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“…Reaction of the ligand 3,6-bis(l '-pyrazoly1)pyridazine (ppd) with nickel(ii) and cobalt(ii) salts produces binuclear derivatives in which the two pseudo-octahedral metal centres are bound simultaneously between two adjacent ligands in a doubly bridged structure. The complex [Ni,(ppd),(H,O),]CI4~2H2O (1) crystallizes in the triclinic space group P i with a = 7.1 33 9 (7), b = 10.331 0 (6), c = 10.820 9(5) A, a = 85.503(4), = 89.939 (6), y = 75.479( 6)", and Z = 1.…”

mentioning

confidence: 99%

Binuclear nickel(II) and cobalt(II) complexes of the novel binucleating ligand 3,6-bis(1′-pyrazolyl)pyridazine. Crystal and molecular structure and magnetism of bis[µ-3,6-bis(1′-pyrazolyl)pyridazine-N¹(Ni¹)N²′(Ni¹)N²(Ni²)N²″(Ni²)]bis[diaquanickel(II)] tetrachloride dihydrate

Rosenberg¹,

Thompson²,

Gabe³

et al. 1986

J. Chem. Soc., Dalton Trans.

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Binuclear complexes. Synthesis and characterization of the binuclear ligand 1,4-dihydrazinophthalazine bis(2'-pyridinecarboxaldimine) and the nickel complex .mu.-Chloro-tetraaqua[1,4-dihydrazinophthlazine bis(2'-pyridinecarboxaldimine)]dinickel(II) chloride dihydrate

Cited by 34 publications

References 7 publications

On the isomerism/tautomerism of hydrazones. Crystal structures, study in solution and theoretical calculations of new series of α-N-heterocyclic hydrazones

On the isomerism/tautomerism of hydrazones. Crystal structures, study in solution and theoretical calculations of new series of α-N-heterocyclic hydrazones

Copper complexes of polyfunctional phthalazines. Mononuclear and polynuclear derivatives

Binuclear nickel(II) and cobalt(II) complexes of the novel binucleating ligand 3,6-bis(1′-pyrazolyl)pyridazine. Crystal and molecular structure and magnetism of bis[µ-3,6-bis(1′-pyrazolyl)pyridazine-N¹(Ni¹)N²′(Ni¹)N²(Ni²)N²″(Ni²)]bis[diaquanickel(II)] tetrachloride dihydrate

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Binuclear complexes. Synthesis and characterization of the binuclear ligand 1,4-dihydrazinophthalazine bis(2'-pyridinecarboxaldimine) and the nickel complex .mu.-Chloro-tetraaqua[1,4-dihydrazinophthlazine bis(2'-pyridinecarboxaldimine)]dinickel(II) chloride dihydrate

Cited by 34 publications

References 7 publications

On the isomerism/tautomerism of hydrazones. Crystal structures, study in solution and theoretical calculations of new series of α-N-heterocyclic hydrazones

On the isomerism/tautomerism of hydrazones. Crystal structures, study in solution and theoretical calculations of new series of α-N-heterocyclic hydrazones

Copper complexes of polyfunctional phthalazines. Mononuclear and polynuclear derivatives

Binuclear nickel(II) and cobalt(II) complexes of the novel binucleating ligand 3,6-bis(1′-pyrazolyl)pyridazine. Crystal and molecular structure and magnetism of bis[µ-3,6-bis(1′-pyrazolyl)pyridazine-N1(Ni1)N2′(Ni1)N2(Ni2)N2″(Ni2)]bis[diaquanickel(II)] tetrachloride dihydrate

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Binuclear nickel(II) and cobalt(II) complexes of the novel binucleating ligand 3,6-bis(1′-pyrazolyl)pyridazine. Crystal and molecular structure and magnetism of bis[µ-3,6-bis(1′-pyrazolyl)pyridazine-N¹(Ni¹)N²′(Ni¹)N²(Ni²)N²″(Ni²)]bis[diaquanickel(II)] tetrachloride dihydrate