A novel ruthenium surfactant: electronic spectra, ZINDO analysis and Langmuir–Blodgett studies of trans-dichloro(6,6′-bis(N-dodecylbenzimidazol-2-yl)-2,2′-bipyridine)ruthenium(II) †

Ryan, Matthew F.; Metcalfe, Robert A.; Lever, A. B. P.; Haga, Masa‐aki

doi:10.1039/b002123g

Cited by 11 publications

(15 citation statements)

References 71 publications

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“…The electrochemical data for complexes 5 − 12 are listed in Table . The cyclic voltammogram of complex 5 measured in DMF solvent containing 0.1 M tetrabutylammonium tetrafluoroborate shows a chemically reversible wave at E 1/ 2 = 400 mV (vs AgCl/Ag), which is attributed to the Ru III/II redox couple and is in good agreement with the reported value of 630 mV versus NHE for a very similar type of complex . The separation between the cathodic and the anodic wave at a scan rate of 500 mV/s is 60 mV, and the ratio of peak currents is equal to 0.98.…”

Section: Resultssupporting

confidence: 84%

Novel Ruthenium Sensitizers Containing Functionalized Hybrid Tetradentate Ligands: Synthesis, Characterization, and INDO/S Analysis

et al. 2002

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Ruthenium sensitizers of the type trans-[Ru(L(1))(X)(2)], trans-[Ru(L(2))(X)(2)], trans-[Ru(L(3))(X)(2)], and trans-[Ru(L(4))(X)(2)] (where L(1) = 6,6'-bis(1-H-benzimidazol-2-yl)-4,4'-bis(methoxycarbonyl)-2,2'-bipyridine, L(2) = 4,4' "-bis(tert-butyl)-4',4' '-bis[p-(methoxycarbonyl)phenyl]-2,2':6',2' ':6' ',2' "-quaterpyridine, L(3) = 4',4' '-bis[3,4-(dimethoxy)phenyl]-2,2':6',2' ':6' ',2' "-quaterpyridine, and L(4) = 4',4' '-diethoxycarbonyl-2,2':6',2' ':6' ',2' "-quaterpyridine; X = Cl(-), NCS(-)) were synthesized and characterized by CV, NMR, and UV-vis absorption and emission spectroscopy. The trans-dichloro and dithiocyanate complexes show MLCT transitions in the entire visible and near-IR region. The lowest energy metal-to-ligand charge-transfer transition band of the trans-dichloro complexes is around 14 300 cm(-1) in DMF solution, and these complexes show weak and broad emission signals with onset at above 10 500 cm(-1). The absorption and emission maxima of the trans-dithiocyanate complexes are blue-shifted compared to those of its trans-dichloro analogues because of the strong pi acceptor property of the NCS(-) compared to the Cl(-). The electronic spectra of trans-[Ru(L)(X)(2)] complexes were calculated by INDO/S and compared with the experimental data. The extent of mixing between metal 4d and ligand pi orbitals is discussed. Extensive pi-back-donation is observed. The panchromatic response of these novel complexes renders them as suitable sensitizers for solar energy conversion applications based on titanium dioxide mesoporous electrodes. Preliminary results using the trans-[Ru(L(4))(NCS)(2)] complex show 75% incident photon-to-current efficiencies (IPCE), yielding 18 mA/cm(2) current density under standard AM 1.5 sunlight.

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Section: Resultssupporting

confidence: 84%

Novel Ruthenium Sensitizers Containing Functionalized Hybrid Tetradentate Ligands: Synthesis, Characterization, and INDO/S Analysis

et al. 2002

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“…Therefore, the area per molecule obtained (60 Å 2 ) means that the molecules probably adopt an edgeon conformation, though formation of non-monomolecular structures is also possible, as observed for related complexes. 1,24,26,45,46 With the data presented herein, we cannot distinguish unequivocally between these 2 possibilities. Interestingly, the area accupied by the binuclear complex is twice the value for the related mononuclear complex, [RuCl 3 (dppb)L] (L= pyridine) (31 Å 2 ).…”

Section: Monolayers At Liquid-air Interfacementioning

confidence: 69%

“…1,2 For ruthenium complexes, in particular, Langmuir-Blodgett films (LB films) may be used in electrochemical sensors, 3-5 molecular devices, 6 electronic tongues, 7-9 electroluminescence devices 10,11 and as redoxactive and photo-induced sensitizers. 12,13 This variety of properties arises from the possibility of tuning the electronic and electrochemical characteristics of the ruthenium complex, mostly through changes in the ligand linked to the central metal.…”

Section: Introductionmentioning

confidence: 99%

A novel binuclear ruthenium complex: spectroscopic and electrochemical characterization, and formation of Langmuir and Langmuir-Blodgett films

Wohnrath

Santos

Sandrino

et al. 2006

J. Braz. Chem. Soc.

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O complexo [{RuCl 3 (dppb)} 2 (µ-4,4'-bipy)] (dppb = PPh 2 (CH 2 ) 4 PPh 2 ; 4,4'-bipy= 4,4'-bipiridil) foi obtido por meio da reação entre 4,4'-bipiridina e mer- [RuCl 3 (dppb)] . H 2 O, em bom rendimento. As características do complexo binuclear obtido, estudadas por medidas de FT-IR, UV-Vis, EPR e análise elementar foram similares às do complexo [RuCl 3 (dppb)L] (L= N-heterociclo).[{RuCl 3 (dppb)} 2 (µ-4,4'-bipy)] é solúvel em solventes fracamente polares, facilitando a sua utilização para produzir filmes de Langmuir e Langmuir-Blodgett (LB). Enquanto que filmes cast e o complexo em solução são vermelhos, filmes LB são azul-esverdeados, provavelmente devido à oxidação da bisfosfina. A natureza nanoestruturada dos filmes LB, se manifestou nas medidas eletroquímicas, já que estes filmes exibem maior corrente de pico do que os filmes cast e dipcoated. As respostas eletroquímicas destes filmes são caracterizadas pelo processo Ru [{RuCl 3 (dppb)} 2 (µ-4,4'-bipy)] was prepared from the reaction of the 4,4'-bipyridine and mer-[RuCl 3 (dppb)] . H 2 O, in good yield. The characteristics of the binuclear complex studied with FT-IR, UV-Vis, EPR and elemental analysis were similar to those of the [RuCl 3 (dppb)L] (L= Nheterocycle). [{RuCl 3 (dppb)} 2 (µ-4,4'-bipy)] is soluble in weakly polar organic solvents, facilitating its use in the production of Langmuir and Langmuir-Blodgett (LB) films production. While the cast films and the complex in solution were red, the LB films were green-bluish, probably due to oxidation of the bisphosphine. The nanostructured nature of the LB films was manifested in electrochemical measurements, as these films exhibited higher peak currents than cast or dipcoated films. For all films, the electrochemical response was dominated by the Ru III Ru III /Ru II Ru II process, which differed from that of the binuclear compound. For the latter, an irreversible process appeared due to formation of new species. The electroactivity of LB films from [{RuCl 3 (dppb)} 2 (µ-4,4'-bipy)] also pointed to their possible use in electrochemical devices.

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“…The [Pt( L )]Cl 2 ·2H 2 O complex was obtained in good yield from the reaction of Pt(COD)Cl 2 and the ligand in DMF as shown in Scheme . The 1 H NMR spectrum of Complex 1 shows five well-resolved signals in the aromatic region (Figure S4), corresponding to the pyridyl and the benzimidazole protons as akin to that of corresponding Ru(II) complex . The benzimidazole rings which are magnetically equivalent indicate that the molecule holds C 2 symmetry on the L ligand.…”

mentioning

confidence: 99%

“…The 1 H NMR spectrum of Complex 1 shows five well-resolved signals in the aromatic region (Figure S4), corresponding to the pyridyl and the benzimidazole protons as akin to that of corresponding Ru(II) complex. 12 The benzimidazole rings which are magnetically equivalent indicate that the molecule holds C 2 symmetry on the L ligand. The broad singlet at 12.90 ppm corresponding to the benzimidazole NH protons indicates that L coordinates to the metal center through the pyridyl and the benzimidzole tertiary N atoms to afford a dicationic complex ion, [Pt(L)] 2+ , in solution.…”

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confidence: 99%

Highly Promising Antitumor Agent of a Novel Platinum(II) Complex Bearing a Tetradentate Chelating Ligand

Yılmaz

Akar

Erkısa

et al. 2020

ACS Med. Chem. Lett.

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A new mononuclear cationic platinum(II) coordination compound with 6,6′-bis(NH-benzimidazol-2-yl)-2,2′-bipyridine (L) ligand having N 4 -tetradentate binding pocket [Pt(L)]-Cl 2 •2H 2 O (Complex 1) was synthesized and characterized by FT-IR(ATR), UV−vis, 1 H NMR, APCI and MALDI MS, and CHN analysis. The antigrowth effect of Complex 1 was tested in breast cancer (MDA-MB-231), lung cancer (A549), colorectal cancer (HCT-116), prostate cancer (PC-3) cell lines, and bronchial epithelial cell line (BEAS-2B) by the SRB and ATP cell viability assays. Apoptosis was detected with Annexin V, mitopotential, BCL-2 inactivation, and γH2AX assays by flow cytometry. Complex 1 was found to have cytotoxic activity of MDA-MB-231, A549, HCT-116, and PC-3 cancer cell lines in a dosedependent manner for 48 h. Complex 1 has been found to cause cell death through different mechanisms depending on the type of cancer. The findings indicated that complex induced intrinsic apoptosis with the increased mitochondrial membrane depolarization level, Bcl-2 inactivation, and DNA damage in PC-3 and A549 cell lines.

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A novel ruthenium surfactant: electronic spectra, ZINDO analysis and Langmuir–Blodgett studies of trans-dichloro(6,6′-bis(N-dodecylbenzimidazol-2-yl)-2,2′-bipyridine)ruthenium(II) †

Cited by 11 publications

References 71 publications

Novel Ruthenium Sensitizers Containing Functionalized Hybrid Tetradentate Ligands: Synthesis, Characterization, and INDO/S Analysis

Novel Ruthenium Sensitizers Containing Functionalized Hybrid Tetradentate Ligands: Synthesis, Characterization, and INDO/S Analysis

A novel binuclear ruthenium complex: spectroscopic and electrochemical characterization, and formation of Langmuir and Langmuir-Blodgett films

Highly Promising Antitumor Agent of a Novel Platinum(II) Complex Bearing a Tetradentate Chelating Ligand

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