Synthesis, characterization and crystal structures of dipyridyl-N-methylimine and cloro-bis (N,N′-2,2′-dipyridyl-N-methylimine)lithium complex

Flores-Chávez, Benito; Martinez-Ortega, Bernat A.; Alvarado‐Rodríguez, José G.; Andrade‐López, Noemí

doi:10.1007/s10870-005-2219-3

Cited by 10 publications

(3 citation statements)

References 15 publications

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“…[9][10][11][12][13][14][15][16] In other dipyridines with less flexible bridging groups, the formation of five-membered rings (Ic) has been reported. 17,18 Recently, we described the synthesis of complexes of Li(I) 19 and Pd(II) 20 and the formation of five-membered rings by the use of the di- …”

Section: Introductionmentioning

confidence: 99%

Synthesis and crystal structures of cis-palladium(II) and cis-platinum(II) complexes containing dipyridyl ligands

Andrade‐López¹,

Alvarado‐Rodríguez²,

González‐Montiel³

et al. 2007

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Coordinative behavior of the di-(2-pyridyl)hydroxymethane (1) and di-(2-pyridyl)-2-pyridylsulfanylmethane (2) ligands towards Pd(II) and Pt(II) is described. The compounds 3-5 were characterized by IR, mass spectrometry and NMR spectroscopy. Crystal structures of [Pt{(C 5 H 4 N) 2 CH(OH)}Cl 2 ] 3 and [Pd{(C 5 H 4 N) 2 CH(2-C 5 H 4 NS)}Cl 2 ] 4 as DMSO solvates displayed the formation of neutral mononuclear complexes. In the complexes 3 and 4 is observed the formation of six-membered chelate rings. The local geometry of the metallic atoms can be described as square planar in the title complexes.

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Section: Introductionmentioning

confidence: 99%

Synthesis and crystal structures of cis-palladium(II) and cis-platinum(II) complexes containing dipyridyl ligands

Andrade‐López¹,

Alvarado‐Rodríguez²,

González‐Montiel³

et al. 2007

Arkivoc

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“…It is worth noting that in all the present cases only the two nitrogen atoms of the bipyridine coordinate the metal, similar to what is observed for other metal complexes. 32,33 The use of alkyl diamine in the reaction with L1 could lead to a ligand containing a hanging primary amino group suitable for surface functionalization, or to a dimeric-type ligand, depending on the relative molar ratio employed. Dinuclear symmetric complexes of the type M-L-M with equivalent metal centres have been studied for their applications in photochemically induced electron transfer, 34,35 mixed-valence complexes, 36 and material for molecular devices.…”

Section: Syntheses Of Imine and Amine Derivativesmentioning

confidence: 99%

Exploring synthetic pathways to cationic heteroleptic cyclometalated iridium complexes derived from dipyridylketone

2012

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Reactions between 2,2'-dipyridylketone (L1) and different amines gave a series of iminic ligands, and their chemical reductions produced the related amines. The organic ligands were employed in the syntheses of the corresponding new phosphorescent six-member ring bis-cyclometalated heteroleptic iridium(III) complexes of general formula [Ir(ppy)(2)(L)](+) (ppy = 2-phenylpyridine), namely IrLn. The metal complexes containing N-(dipyridin-2-ylmethylene)butan-1-amine (IrL2), N-(dipyridin-2-ylmethyl)butan-1-amine (IrL5), N-(dipyridin-2-ylmethyl)butane-1,4-diamine with amino groups protected by Boc (IrL6-Boc) and TFA (IrL6-TFA), and N-(dipyridin-2-ylmethyl)-N-methylbutan-1-amine (IrL8) were characterized and their electronic and spectroscopic properties interpreted by DFT calculations. Organoiridium complexes containing amines and imines were found to have high and low photoemission quantum yields, respectively, and their features rationalized by quantum mechanic calculations. Some of these complexes show reasonable quantum yields (up to 13%), long lifetime (up to 2.3 μs) and high stability. Complementary and alternative synthetic pathways to get cationic heteroleptic cyclometalated Ir complexes bearing a tethered primary amino group have been explored with the aim to obtain organometallic phosphorescent derivatives suitable for surface functionalization.

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“…, (M=Ir, Rh) 28 and the ligand dipyridyl-N-methylimine (dpNmei) and dipyridyl-N-ethylimine (dpNeti) 27,29 were prepared according to published procedures. The ligand used in this study is shown in Figure 1.…”

Section: Introductionmentioning

confidence: 99%

Iridium(III) and Rhodium(III) compounds of dipyridyl-N-alkylimine and dipyridyl-NH-ketimine: Spectral characterization and crystal structure

2017

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Pentamethylcyclopentadienyl iridium(III) and rhodium(III) complexes of formulation [(η 5-C 5 Me 5)M{(C 5 H 4 N) 2 C=NR)}Cl]PF 6 were prepared by the reaction of [MCl 2 (η 5-C 5 Me 5)] 2 (M = Ir or Rh) with dipyridyl-N-alkylimine ligands, (C 5 H 4 N) 2 C=NR (R = Me or Et) in the presence of NH 4 PF 6 at room temperature. The reaction also produced an unexpected dipyridyl-NH-ketimine organometallic compound [(η 5-C 5 Me 5)M {(C 5 H 4 N) 2 C=NH}Cl]PF 6 as minor product when the reaction was performed under refluxing acetonitrile. The NH-ketimine compounds were formed via N-C single bond cleavage of imine ligand resulting in coordination of the transformed ligand, (C 5 H 4 N) 2 C=NH to the metal centre. Complexes were obtained as their hexafluorophosphate salts and characterized based on IR, NMR and ESI-MS spectroscopic data. Authenticity of NH-ketimine organometallic compound was established by single crystal X-ray analysis of a representative compound, which crystallized in orthorhombic space group Pbcn and has a pseudo-octahedral geometry around the metal ion.

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Synthesis, characterization and crystal structures of dipyridyl-N-methylimine and cloro-bis (N,N′-2,2′-dipyridyl-N-methylimine)lithium complex

Cited by 10 publications

References 15 publications

Synthesis and crystal structures of cis-palladium(II) and cis-platinum(II) complexes containing dipyridyl ligands

Synthesis and crystal structures of cis-palladium(II) and cis-platinum(II) complexes containing dipyridyl ligands

Exploring synthetic pathways to cationic heteroleptic cyclometalated iridium complexes derived from dipyridylketone

Iridium(III) and Rhodium(III) compounds of dipyridyl-N-alkylimine and dipyridyl-NH-ketimine: Spectral characterization and crystal structure

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