Electrochemical and spectral investigations of ruthenium(II) complexes of 1,8-naphthyridine and its 2-methyl and 2,7-dimethyl derivatives

Staniewicz, Robert J.; Hendricker, David G.

doi:10.1021/ja00462a019

Cited by 37 publications

(7 citation statements)

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“…The coordination chemistry of quinoline and its derivatives has been intensively explored due to the array of interesting electronic, photonic, magnetic, reactive and structural properties shown by the transition metal complexes of this family of ligands (Staniewicz and Hendricker 1977;Pyle et al 1989). In light of our research, we have concluded that the precise nature (planar, aromatic and fused rings) of the ligand and metal are of paramount importance in the interaction of the complexes with the DNA molecule, which would help in the design of newer drugs and develop new selective and efficient DNA recognition and cleaving agents (Prabhakara et al 2007;Ravikumar Naik et al 2006).…”

Section: Introductionmentioning

confidence: 99%

Binding and photocleavage of DNA by mixed ligand Co(III) and Ni(II) complexes of thiophene[2, 3-b] quinoline and phenanthrolie/bipyridine

Prabahkara

Naik

2008

Biometals

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In order to systematically perform an experimental and theoretical study on DNA binding and photocleavage properties of transition metal complexes of the type [M(L)2(L1)](PF6)n x xH2O (where M = Co(III) or Ni(II), L = 1,10-phenanthroline or 2.2' bipryidine, L1 = Thiophene [2,3-b] quinoline (qt), n = 3 or 2 and x = 5 or 2) have been synthesized and characterized by elemental analysis, IR, 1H NMR, UV and magnetic susceptibility data. The DNA-binding properties of these complexes have been investigated with UV-Vis, viscosity measurements, thermal denaturation and cyclic voltametric studies. It is experimentally found that all the complexes are bound to DNA via intercalation in the order [Co(bpy)2(qt)](PF6)3 > [Co(phen)2(qt)](PF6)3 > [Ni(phen)2(qt)](PF6)2 > [Ni(bpy)2(qt)](PF6)2. The photocleavage studies with pUC19 DNA shows that all these complexes promoted the conversion of SC form to NC form in absence of 'inhibitors'.

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Section: Introductionmentioning

confidence: 99%

Binding and photocleavage of DNA by mixed ligand Co(III) and Ni(II) complexes of thiophene[2, 3-b] quinoline and phenanthrolie/bipyridine

Prabahkara

Naik

2008

Biometals

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“…of l l b (232 mg, 0.50 mmol) in CH2C1, (15 ml) was added dropwise over 1 h. The mixture was refluxed for further 24 h. After cooling to r.t., the insoluble solid was filtered off, the filtrate evaporated, and the residue chromatographed (silica gel, 1 % MeOH/CH2CI2), giving 8 (glass) as main product (220 mg, 76% 13a). To a 'ruthenium blue solution' [42] [43] (prepared in a glass bomb with RuCl3.3H20 (75 mg, 0.287 mmol), platinum black (ca. 2 mg) in MeOH (30 ml), and H2 (ca.…”

Section: -(Bromomethyl)-22'-bipyridine [38]mentioning

confidence: 99%

“…Tris((2,2'-bipyridin-6-y1) methyl]umine 1 ruthenium (II) Bis (hexafluorophosphate ( V) ) ([Ru( 1)][PF612 ; 13a). To a 'ruthenium blue solution' [42] [43] (prepared in a glass bomb with RuCl3.3H20 (75 mg, 0.287 mmol), platinum black (ca. 2 mg) in MeOH (30 ml), and H2 (ca.…”

Section: )mentioning

confidence: 99%

Synthesis and Metal‐Binding Properties of Polybipyridine Ligands Derived from Acyclic and Macrocyclic Polyamines

Ziessel¹,

Lehn²

1990

Helvetica Chimica Acta

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Synthetic procedures have been developed for the preparation ofligands bearing two to six pendent, unsubstituted or substituted 2,2'-bipyridine groups attached to acyclic (tripode, tetrapode) and macrocyclic (triazanonadecane, cyclam, hexacyclen, bis(bipyrido)hexaazamacrocycle) polyamines. Ligands 1-5 have been obtained in high yield by condensation of 6-(bromomethyl)-2,2'-bipyridine (9b) with the corresponding amines in the presence of NaOH, H20, and MeOH. Ligands &8 have been prepared in good yield by condensation of 9b or the di-or tetrasubstituted mono(bromomethy1)bipyridine 10b or l l b , respectively, with the corresponding amines in the presence of Na2C03 and MeCN. Ligand 1 forms hemi-cage complexes with Ru", Fe", Cr", and Cr"' cations and trinuclear complexes with [R~Cl,(bpy)~] and [ReCI(CO)5]. Tetrapode 2 and hexapode 4 gave tetranuclear and dinuclear complexes, respectively, by reaction with Fe" salts. These complexes possess a variety of interesting physical and chemical properties.Introduction. -The coordination chemistry of 2,2'-bipyridine (bpy) ligands has received considerable interest in the past two decades [l]. The properties of the long-lived, luminescent, metal-to-ligand-charge-transfer state, characteristic of polypyridine transition-metal complexes, enable these compounds to sensitize photoinduced electron-transfer and energy-transfer processes [2-41. These attractive features prompted the introduction of the bpy subunit into macrocyclic [5-91 and mdcrobicyclic structures [6] [10-14], thus, yielding ligands capable of forming photoactive metal-cage complexes. In particular, inclusion complexes of lanthanides [ 15-1 71 and ruthenium(I1) [ 181 [ 191 have been shown to combine the features of polycyclic structures with the properties associated with bpy groups. Less rigid (e. g . acyclic or branched) polydentade complexing agents allow binding properties and structural flexibility to be combined and are well adapted for the synthesis of hemi-caged metal complexes. Moreover, these kinds of ligands are suitable for the preparation of polymetallic complexes which are of interest for their potential multiredox and catalytic properties. One could also envisage that caged or hemi-caged metal ions would prevent ligand photodissociation, hence increasing both excited-state life-times and luminescence quantum yields [18] [20].Pyridine tripode-type ligands, such as tris[(pyrid-2-yl)methyl]amine, were first synthesized twenty years ago [21], and the stability constants of their numerous first-row-transition-metal complexes have been determined [22] [25], bis[2-(pyrid-2-yl)ethyl]amine connected by alkyl chains of varying lengths [26], and tetrakis(picoly1)diamine joined together by a C , or C, chain [27]. Polyazamacrocycles functionalized

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“…1,8-Naphthyridine (napy) and derivatives have been studied before as ligands forming di-9 and mono-nuclear complexes. 10,11 Interest in these ligands arose from the desire to study the unusual manifestations caused by the formation of fourmembered chelate rings when the two nitrogen sites bind to one central metal. The result was the characterization of complexes with abnormally high co-ordination numbers, which are favoured as a result of the small 'bite' of 2.2 Å for the 1,8naphthyridine ligands.…”

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confidence: 99%

“…The result was the characterization of complexes with abnormally high co-ordination numbers, which are favoured as a result of the small 'bite' of 2.2 Å for the 1,8naphthyridine ligands. An example of this kind of coordination behaviour 11 is the complex [Ru(napy) 4 ] 2ϩ . The ligand has also been reported 9 to be able to form dinuclear complexes with the general formula…”

mentioning

confidence: 99%

Ruthenium complexes with naphthyridine ligands. Synthesis, characterization and catalytic activity in oxidation reactions †

Boelrijk¹,

Neenan²,

Reedijk³

1997

J. Chem. Soc., Dalton Trans.

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Electrochemical and spectral investigations of ruthenium(II) complexes of 1,8-naphthyridine and its 2-methyl and 2,7-dimethyl derivatives

Cited by 37 publications

References 7 publications

Binding and photocleavage of DNA by mixed ligand Co(III) and Ni(II) complexes of thiophene[2, 3-b] quinoline and phenanthrolie/bipyridine

Binding and photocleavage of DNA by mixed ligand Co(III) and Ni(II) complexes of thiophene[2, 3-b] quinoline and phenanthrolie/bipyridine

Synthesis and Metal‐Binding Properties of Polybipyridine Ligands Derived from Acyclic and Macrocyclic Polyamines

Ruthenium complexes with naphthyridine ligands. Synthesis, characterization and catalytic activity in oxidation reactions †

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