Synthesis and spectroscopic properties of octasubstituted (phthalocyaninato)titanium(IV) complexes

Law, Wing-Fong; Liu, Roger C.W.; Jiang, Jianzhuang; Ng, Dennis K. P.

doi:10.1016/s0020-1693(96)05420-5

Cited by 80 publications

(25 citation statements)

References 11 publications

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“…Because of the high solubilty in common organic solvents, the axial ligands can be removed by column chromatography with ethyl acetate/hexane as eluent [10] to re-form (C 7 H 15 ) 8 PcTiO.…”

Section: Resultsmentioning

confidence: 99%

“…Examples of a reaction of M=O in phorphyrin and phthalocyanine complexes with catechol and other donor ligands are rare [8][9][10]. Our aim was to synthesize a variety of new axially substituted titanium(IV) phthalocyanines and to compare their properties with the well-known PcTiO and R x PcTiO, e.g.…”

Section: Introductionmentioning

confidence: 99%

“…In this way the cis arrangement of the two chlorine atoms in the PcTiCl 2 complex was proven. A soluble titanium(IV) phthalocyanine complex with the catechol ligand was prepared [10], as well as niobium(V) porphyrins with catechol substituents [9].…”

Section: Introductionmentioning

confidence: 99%

“…[10], the axial ligands of substituted phthalocyaninatotitanium(IV) complexes can be removed by column chromatography or by stirring the complexes in a mixture of ethyl acetate/hexane or dichloromethane. Compounds 3a-3j, however, are stable under these conditions and cannot be transformed into PcTiO because of their poor solubility.…”

Section: Introductionmentioning

confidence: 99%

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Axially substituted titanium(IV) phthalocyanines

Barthel

Hanack

2000

J. Porphyrins Phthalocyanines

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An easy synthesis of phthalocyaninatotitanium(IV) compounds substituted with bidentate ligands in the axial position is described. Using strongly chelating oxygen or sulfur donor ligands, the reaction of PcTiO with chelating agents leads to the formation of PcTiX complexes with X ≡ oxalate [Formula: see text], catecholate [Formula: see text], dithiocatecholate [Formula: see text], 2,3-dihydroxynaphthalene [Formula: see text] and other functionalized catechols (2c–2h). The new compounds possess an enhanced solubility in comparison to PcTiO .

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Axially substituted titanium(IV) phthalocyanines

Barthel

Hanack

2000

J. Porphyrins Phthalocyanines

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“…Solvents also affect the photophysical and photochemical properties of MPc complexes. 18,19 Identifying different species existing in the equilibria that cannot be isolated is one of the most challenging problems in analytical chemistry. When the compounds involved in the chemical reaction have distinct spectral responses, the analysis will be straightforward.…”

Section: 14mentioning

confidence: 99%

Absorbtion Spectroscopy, Molecular Dynamics Calculations, and Multivariate Curve Resolution on the Phthalocyanine Aggregation

Ajloo¹,

Ghadamgahi²,

Shaheri³

et al. 2014

Bulletin of the Korean Chemical Society

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Co(II)-tetrasulfonated phthalocyanine (CoTSP) is known to be aggregated to dimer at high concentration levels in water. A study on the aggregation of CoTSP using multivariate curve resolution analysis of the visible absorbance spectra over a concentration range of 30, 40 and 50 µM in the presence of dimethyl sulfoxide (DMSO), dimethyl formamide (DMF), acetonitrile (AN) and ethanol (EtOH) in the concentration range of 0 to 3.57 M is conducted. A hard modeling-based multivariate curve resolution method was applied to determine the dissociation constants of the CoTSP aggregates at various temperatures ranging from 25, 45 and 65°C and in the presence of various co-solvents. Dissociation constant for aggregation was increased and then decrease by temperature and concentration of phthalocyanine, respectively. Utilizing the vant Hoff relation, the enthalpy and entropy of the dissociation equilibriums were calculated. For the dissociation of both aggregates, the enthalpy and entropy changes were positive and negative, respectively. Molecular dynamics simulation of cosolvent effect on CoTSP aggregation was done to confirm spectroscopy results. Results of radial distribution function (RDF), root mean square deviation (RMSD) and distance curves confirmed more effect of polar solvent to decrease monomer formation.

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Studies of “Pinwheel‐Like” Bis[1,8,15,22‐tetrakis(3‐pentyloxy)phthalocyaninato] Rare Earth(III) Double‐Decker Complexes

Wang

Bian

et al. 2005

Chemistry A European J

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Homoleptic bis(phthalocyaninato) rare-earth double-deckers complexes [M(III)[Pc(alpha-OC5H11)4]2] (M = Eu, Y, Lu; Pc(alpha-OC5H11)4 = 1,8,15,22-tetrakis(3-pentyloxy)phthalocyaninate) have been prepared by treating the metal-free phthalocyanine H2Pc(alpha-OC5H11)4 with the corresponding M(acac)3.nH2O (acac = acetylacetonate) in refluxing n-octanol. Due to the C4h symmetry of the Pc(alpha-OC5H11)4 ligand and the double-decker structure, all the reactions give a mixture of two stereoisomers with C4h and D4 symmetry. The former isomer, which is a major product, can be partially separated by recrystallization due to its higher crystallinity. The molecular structure of the major isomer of the Y analogue has been determined by single-crystal X-ray diffraction analysis. The metal center is eight-coordinate bound to the isoindole nitrogen atoms of the two phthalocyaninato ligands, forming a distorted square antiprism. Such an arrangement leads to an interesting pinwheel structure when viewed along the C4 axis, which assumes a very unusual S8 symmetry. The major isomers of all these double-deckers have also been characterized with a wide range of spectroscopic methods. A systematic investigation of their electronic absorption and electrochemical data reveals that the pi-pi interaction between the two Pc(alpha-OC5H11)4 rings is weaker than that for the corresponding unsubstituted or beta-substituted bis(phthalocyaninato) analogues.

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Synthesis and spectroscopic properties of octasubstituted (phthalocyaninato)titanium(IV) complexes

Cited by 80 publications

References 11 publications

Axially substituted titanium(IV) phthalocyanines

Axially substituted titanium(IV) phthalocyanines

Absorbtion Spectroscopy, Molecular Dynamics Calculations, and Multivariate Curve Resolution on the Phthalocyanine Aggregation

Studies of “Pinwheel‐Like” Bis[1,8,15,22‐tetrakis(3‐pentyloxy)phthalocyaninato] Rare Earth(III) Double‐Decker Complexes

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