Phthalocyanine complexes of ruthenium(II)

Farrell, Nicholas; Murray, Alan J.; Thornback, John R.; Dolphin, David; James, Brian R.

doi:10.1016/s0020-1693(00)87384-3

Cited by 33 publications

(13 citation statements)

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“…The corresponding reactions for iron(I1) systems are very fast even at room temperature (18). A less reliable method for making RuPc(C0)L complexes involves reaction of L with a crude RuPc(C0) product (13); this latter species is formed by refluxing Ru,(CO),, with the neutral H2Pc ligand in toluene under N,, a procedure that has proved successful for synthesizing corresponding solvated Ru(porphyrin)(CO) complexes (19,20). The phthalocyanine reaction probably gives RuPc(C0) (v(C0) = 1945 cm-I, Nujol), but the method was somewhat irreproducible, and sometimes gave additional weak ir bands in the carbonyl region; chemical analyses were also variable.…”

Section: Synthetic Studiesmentioning

confidence: 99%

“…2 and 3, as well as in the figure in ref. 13. In non-coordinating solvents in the absence of added ligand, the photolysis decolourized the solutions irreversibly due to decomposition of the PC ligand, possibly to phthalimide.…”

Section: Synthetic Studiesmentioning

confidence: 99%

“…py,.4py, which was previously formulated (10) as the ruthenium(II1) species ClRuPc(py).Spy, as well as a Ru(C1Pc)(PPh3), complex. Part of the work described in this paper has been reported briefly elsewhere (13). Experimental…”

Section: Introductionmentioning

confidence: 99%

“…Prepnrntion oJ 'Complexe~ The details for the synthesis of crude "RuPc" from RuCl,.3H2O and o-cyanobenzamide, and the subsequent extraction procedure with pyridines to give well-characterized crystalline RuPcL, complexes, were given in our earlier report (13). The procedure for their carbonylation using I atm CO to give RuPc(CO)L, and isolation of the same carbonyls via an extraction procedure on crude RuPc(C0) made from Ru,(CO),, and H,Pc were also described (13). Cnrbonyl(N ,N'-ciit~~erhylfornlnmicic~)phfhc~locynt~it~afor~r-fhet~iutn(II) "RuPc" (I g) was refluxed in dmf for 5 h and the resulting solution filtered.…”

Section: Introductionmentioning

confidence: 99%

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Synthetic and oxidation studies of ruthenium(II) phthalocyanine complexes

Dolphin¹,

James²,

Murray³

et al. 1980

Can. J. Chem.

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. Can. J. Chem. 58, 1125Chem. 58, (1980. Ruthenium(I1) phthalocyanine complexes of the type RuPcL, (PC = the phthalocyaninato dianion. L = various pyridines, imidazole, dimethylformamide, dimethylsulfoxide, and acetonitrile) may be prepared generally in solution by photolysis of RuPc(C0)L' complexes in the presence of excess L (L' may be the same as L or may be a different ligand), and in some cases a s solids by extraction of crude RuPc with L. The solid RuPc(C0)L monocarbonyls can be formed from reaction of the RuPcL, complexes with carbon monoxide, as well as via an extraction procedure using L with crude RuPc(C0) formed from Ru,(CO),, and phthalocyanine.Chemical or electrochemical oxidation of the RuPcL' or monocarbonyl complexes generates a cationic ruthenium(I1) phthalocyanine radical species and not ruthenium(III), as evidenced by esr and visible spectroscopy. DAVID DOLPHIN, BRIAN R. JAMES, ALAN J. MURRAY et JOHN R. THORNBACK. Can. J. Chem. 58, 1125Chem. 58, (1980. Les complexes phthalocyanine de ruthenium(I1) du type RuPcLz (PC = dianions phthalocyaninato, L = differentes pyridines, imidazole, dimethylformamide, dimethylsulfoxyde et acetonitrile) peuvent generalement i t r e prepares en solution par photolyse des complexes de RuPc(CO)L1 en presence d'un exces de L (L' peut i t r e identique a L ou peut Ctre un ligand different) et dans certains cas ils peuvent i t r e prepares sous forme solide par extraction du RuPc brut avec L . Le solide monocarbonyle RuPc(C0)L peut i t r e forme par la reaction des complexes RuPcL, avec le monoxyde de carbone aussi bien que par le procede d'extraction utilisant L avec le RuPc(C0) brut forme partir de Ru,(CO),, et la phthalocyanine.L'oxydation chimique ou electrochimique de RuPcL, ou des complexes monocarbonyles genere un radical cationique de phthalocyanine de ruthCnium(I1) et non de ruthenium(II1) tel que mis en evidence par la rpe et la spectroscopie visible.[Traduit par le journal]

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Section: Synthetic Studiesmentioning

confidence: 99%

Section: Synthetic Studiesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthetic and oxidation studies of ruthenium(II) phthalocyanine complexes

Dolphin¹,

James²,

Murray³

et al. 1980

Can. J. Chem.

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“…[4] Phthalocyanines with annelated heterocycles are commonly prepared through the use of appropriately substituted precursors, namely iminoisoindoles, phthalimides, and phthalonitrile derivatives. Although there are many synthetic protocols available for the preparation of substituted Pcs, [5][6][7] cyclotetramerisation of substituted phthalonitriles under basic conditions is generally preferred.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Photophysical, Electrochemical and Theoretical Study of Thiazole‐Annelated Phthalocyanines

et al. 2015

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Phthalocyanines with annelated thiazole rings were synthesised by cyclotetramerisation of benzothiazoledicarbonitriles. Three types of these dicarbonitriles with ortho‐configuration were prepared from disubstituted anilines and their cyclisation led to all possible patterns of annelation in the phthalocyanine skeleton. Further substitution at the periphery of the macrocycle by methyl or tert‐butyl substituents was realised to improve the solubility or to allow further derivatisation of target molecules. The characteristic UV/Vis spectral Q‐bands were shifted to higher wavelengths (712–729 nm) because of the higher delocalisation, and fluorescence quantum yields increased compared with isoelectronic naphthalocyanines. Aggregation properties of the studied phthalocyanines were dependent on the type of isomer. The effects of the annelation pattern on the redox potentials were also investigated. Experimental data are compared with theoretical values obtained by DFT calculations.

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Axial polymerisiertes (Phthalocyaninato)eisen(II) mit Pyrazin, 4,4′‐Bipyridin, 1,4‐Diisocyanobenzol oder 1,4‐Diazabicyclo[2.2.2]octan als Brückenliganden; Darstellung, Charakterisierung und elektrische Leitfähigkeiten

Schneider

Hanack

1983

Chem. Ber.

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(1 a -d). These are the first axially polymerized phthalocyaninato transition metal complexes containing bridging ligands capable of conjugation. In the presence of excess liquid ligands the monomeric PcFeL, complexes 2a -k are formed. The polymers 1 a -d and the monomers 2a -k were investigated and characterized in detail by IR/FIR and UV/VIS/NIR spectra. The structures of soluble PcFeL, complexes were determined by 'H and 13C NMR spectroscopy. The thermal stabilities of these compounds were measured by means of TG/DTG/DTA. The polymers l a -c show conductivities of 0295K = S . c m -' which are up to lo7 times greater than the conductivities of the monomers 2a, g, and k . The conductivities of the polymers are discussed with respect to their structural features.

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Phthalocyanine complexes of ruthenium(II)

Cited by 33 publications

References 6 publications

Synthetic and oxidation studies of ruthenium(II) phthalocyanine complexes

Synthetic and oxidation studies of ruthenium(II) phthalocyanine complexes

Synthesis and Photophysical, Electrochemical and Theoretical Study of Thiazole‐Annelated Phthalocyanines

Axial polymerisiertes (Phthalocyaninato)eisen(II) mit Pyrazin, 4,4′‐Bipyridin, 1,4‐Diisocyanobenzol oder 1,4‐Diazabicyclo[2.2.2]octan als Brückenliganden; Darstellung, Charakterisierung und elektrische Leitfähigkeiten

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Phthalocyanine complexes of ruthenium(II)

Cited by 33 publications

References 6 publications

Synthetic and oxidation studies of ruthenium(II) phthalocyanine complexes

Synthetic and oxidation studies of ruthenium(II) phthalocyanine complexes

Synthesis and Photophysical, Electrochemical and Theoretical Study of Thi­azole‐Annelated Phthalocyanines

Axial polymerisiertes (Phthalocyaninato)eisen(II) mit Pyrazin, 4,4′‐Bipyridin, 1,4‐Diisocyanobenzol oder 1,4‐Diazabicyclo[2.2.2]octan als Brückenliganden; Darstellung, Charakterisierung und elektrische Leitfähigkeiten

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Synthesis and Photophysical, Electrochemical and Theoretical Study of Thiazole‐Annelated Phthalocyanines