Designing tridentate ligands for ruthenium(ii) complexes with prolonged room temperature luminescence lifetimes

Medlycott, Elaine A.; Hanan, Garry S.

doi:10.1039/b316486c

Cited by 394 publications

(305 citation statements)

References 54 publications

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“…A possible explanation could be the participation of a low-lying 3 π-π* transition of the bridge in the quenching process, which could be a reservoir for the 3 MLCT emission. [4e, 24,26] In all triads 1a, 1b, 1c, and 1d a second emission was observed in dichloromethane at 709, 712, 715, 717 nm, respectively. The origin of this emission was fluorescence from the Nmethylpyrrolidino[60]fullerene (NMP-C 60 ) unit ( Figure S11) and was significantly reduced compared to pristine NMP-C 60 .…”

Section: Emission Spectroscopymentioning

confidence: 97%

Dyads and Triads Based on Phenothiazine, Bis(terpyridine)ruthenium(II) Complexes, and Fullerene

2016

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Abstract:We report the modular synthesis of donor-photosensitizer-bridge-acceptor (D-P-B-A) triads and D-P dyads for the formation of photoinduced charge-separated species. The structures are based on a phenothiazine unit (D), a bis(terpyridine) [bis(tpy)] ruthenium(II) complex (P), several phenylene(ethynylene)-type spacer units (B), and a pyrrolidino[60]fullerene entity (A). The donor-acceptor distance is between 18 and 37 Å and was varied by four different bridging units. The photophysical and electrochemical characterization revealed

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Section: Emission Spectroscopymentioning

confidence: 97%

Dyads and Triads Based on Phenothiazine, Bis(terpyridine)ruthenium(II) Complexes, and Fullerene

2016

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“…[47][48][49][50][51][52][53] The complexes used for DSSCs exhibit interesting photophysical properties, such as light absorption across the visible spectrum and long excited-state lifetimes. [54][55][56][57] These properties make this class of complexes highly interesting as potential PS in PDT. Hence, with the vast number Ru(II) polypyridyl complexes that have been investigated in the field of DSSC, we decided to probe this class of complexes as PSs in PDT.…”

Section: Introductionmentioning

confidence: 99%

“…On the other hand, for complex 2, we took into account the large body of research that indicated that tridentate polypyridyl ligands generally lead to broad absorption across the visible spectrum and perform inherently well in DSSC. 57,[61][62][63][64] Also in this case, relatively simple ligands were used, with only one carboxylic acid functionality present. Herein we report the synthesis and characterization of two novel Ru(II) polypyridyl PS (1 and 2, Fig.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Biological Evaluation of New Ru(II) Polypyridyl Photosensitizers for Photodynamic Therapy

et al. 2014

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Two Ru(II) polypyridyl complexes, Ru(DIP)2(bdt) (1) and [Ru(dqpCO2Me)(ptpy)](2+) (2) (DIP = 4,7-diphenyl-1,10-phenanthroline, bdt = 1,2-benzenedithiolate, dqpCO2Me = 4-methylcarboxy-2,6-di(quinolin-8-yl)pyridine), ptpy = 4'-phenyl-2,2':6',2 -terpyridine) have been investigated as photosensitizers (PSs) for photodynamic therapy (PDT). In our experimental settings, the phototoxicity and phototoxic index (PI) of 2 (IC50(light): 25.3 M, 420 nm, 6.95 J/cm(2); PI >4) and particularly of 1 (IC50(light): 0.62 M, 420 nm, 6.95 J/cm(2); PI: 80) are considerably superior compared to the two clinically approved PSs porfimer sodium and 5-aminolevulinic acid. Cellular uptake and distribution of these complexes was investigated by confocal microscopy (1) and by inductively coupled plasma mass spectrometry (1 and 2). Their phototoxicity was also determined against the Gram-(+) Staphylococcus aureus and Gram-(-) Escherichia coli for potential antimicrobial PDT (aPDT) applications. Both complexes showed significant aPDT activity (420 nm, 8 J/cm(2)) against Gram-(+) (S. aureus; >6 log10 CFU reduction) and, for 2, also against Gram-(-) E. coli (>4 log10 CFU reduction). Two Ru(II) polypyridyl complexes, Ru(DIP)2(bdt) (1) and [Ru(dqpCO2Me)(ptpy)] 2+ (2) (DIP = 4,7-diphenyl-1,10-phenanthroline; bdt = 1,2-benzenedithiolate; dqpCO2Me = 4-methylcarboxy-2,6-di(quinolin-8-yl)pyridine); ptpy = 4'-phenyl-2,2':6',2''-terpyridine) have been investigated as photosensitizers (PSs) for photodynamic therapy (PDT). In our experimental settings, the phototoxicity and photo-index (PI) of 2 (IC50(light): 25.3 μM, 420 nm, 6.95 J/cm 2 ; PI: >4) and particularly of 1 (IC50(light): 0.62 μM, 420 nm, 6.95 J/cm 2 ; PI: 80) are considerably superior compared to the two clinically approved PSs porfimer sodium and 5-aminolevulinic. Cellular uptake and distribution of these complexes was investigated by confocal microscopy (1) and by inductively coupled plasma-mass spectrometry (1 and 2). Their phototoxicity was also determined against the Gram-(+) S. aureus and Gram-(−) E. coli for potential antimicrobial PDT (aPDT) applications. Both complexes showed significant aPDT activity (420 nm, 8 J/cm 2 ) against Gram-(+) (S. aureus; >6 log10 CFU reduction) and, for 2, also against Gram-(−) E. coli (>4 log10 CFU reduction). 3Introduction.

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“…1 The slight distortion of the octahedral Ru(II) environment induced by terpy coordination reduces the ligand field compared to analogous bipyridyl ligands and renders rapid nonradiative deactivation thermally accessible (via non-emissive 3 MC (metal-centred) states). As a result, triplet excited state lifetimes at ambient temperature are generally short, e.g.…”

Section: Introductionmentioning

confidence: 99%

Terpyridine-fused polyaromatic hydrocarbons generated via cyclodehydrogenation and used as ligands in Ru(ii) complexes

et al. 2012

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A series of novel fused 4′-substituted 2,2′ : 6′,2′′-terpyridine ligands and their ruthenium(II) complexes were prepared. The unusual 4′-substituents comprised 2,3,4,5-pentaphenylbenzene and its tert-butyl derivative (1 and 2) and the products from oxidative cyclodehydrogenation, i.e. polyaromatic fragments consisting of ten or thirteen fused benzene rings (3 and 4). The syntheses of all the ligands are discussed in terms of the demands and limitations of the Scholl reaction. The optical properties of the ligands, along with the single-crystal X-ray structures of 1 and 2, are presented. The latter show that the pentaphenylbenzene and terpyridine appendages of 1 and 2 are perpendicular in the solid state. Despite the inclusion of the large organic chromophore the absorption and emission properties of the Ru(II) bis-terpy complexes (of ligands 1, 2 and 3) were found to be comparable to those of [Ru(terpy) 2 ] 2+ . They are non-emissive at room temperature but emit at 77 K with excited state lifetimes of 11-12 μs.

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Designing tridentate ligands for ruthenium(ii) complexes with prolonged room temperature luminescence lifetimes

Cited by 394 publications

References 54 publications

Dyads and Triads Based on Phenothiazine, Bis(terpyridine)ruthenium(II) Complexes, and Fullerene

Dyads and Triads Based on Phenothiazine, Bis(terpyridine)ruthenium(II) Complexes, and Fullerene

Synthesis, Characterization, and Biological Evaluation of New Ru(II) Polypyridyl Photosensitizers for Photodynamic Therapy

Terpyridine-fused polyaromatic hydrocarbons generated via cyclodehydrogenation and used as ligands in Ru(ii) complexes

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