Proton-Bridged Dinuclear (salen)Ru Carbene Complexes: Synthesis, Structure, and Reactivity of {[(salchda)Ru═C(OR)(CH═CPh2)]2·H}+

Wong, Chun Yuen; Man, Wai‐Lun; Wang, Chao; Kwong, Hoi‐Lun; Wong, Wai Yeung; Lau, Tai‐Chu

doi:10.1021/om701166y

Cited by 24 publications

(14 citation statements)

References 28 publications

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“…During the synthesis of 8 and 14 , a minor amount of dinuclear [Ir(O ∧ N ∧ C ∧ O)(NHC)] 2 ( 15 and 16 ) (Scheme ) was obtained. Attempts to obtain diffraction-quality crystals of the bis-NHC complexes 8 and 14 by slow evaporation of the corresponding CH 2 Cl 2 solutions (7 days) resulted in the formation of 15 and 16 with structures resembling that of dinuclear (salen)Ru carbene complexes, which have a distorted-octahedral geometry …”

Section: Resultssupporting

confidence: 73%

“…Electrospray ionization (ESI) mass spectra were collected on a Finnigan LCQ quadrupole ion trap mass spectrometer (samples were dissolved in HPLC grade solvent). 1 H, 19 F, and 31 P NMR spectra were recorded on DPX300 and Avance400 Bruker FT-NMR spectrometers. UV−vis absorption spectra were recorded on a PerkinElmer Lambda 19 UV/vis spectrophotometer.…”

Section: ■ Conclusionmentioning

confidence: 99%

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Luminescent Iridium(III) Complexes Supported by a Tetradentate Trianionic Ligand Scaffold with Mixed O, N, and C Donor Atoms: Synthesis, Structures, Photophysical Properties, and Material Applications

Chen

Guan

et al. 2017

Organometallics

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A panel of tetradentate H3-O∧N∧C∧O ligands has been synthesized and employed as a trianionic scaffold for preparing [IrIII(O∧N∧C∧O)(L)2], with L = a wide variety of neutral ligands, and also [IrIII(O∧N∧C∧O)(CNAr)(NH2Ar)], [IrIII(O∧N∧C∧O)(CNAr)(X)] (Ar = 2,6-Me2C6H3; X = 1-methylimidazole, PPh3, pyridine), and [IrIII(O∧N∧C∧O)(NHC)]2 (NHC = N-heterocyclic carbene). X-ray crystal structure analysis and photophysical studies (including variable-temperature emission lifetime measurements and nanosecond time-resolved emission and absorption spectroscopy) were performed. [Ir(O∧N∧C∧O)(L)2] display a moderately strong phosphorescence at room temperature (emission quantum yields up to 18% in solution, 51% in PMMA film), with the luminescent properties being strongly affected by axial L ligands. The use of [Ir(O∧N∧C∧O)(NHC)2] as a phosphorescent emitter in a solution-processed organic light-emitting diode device generated a red electrophosphorescence with an EQE of 10.5% and CIE chromaticity coordinates of (0.64, 0.36).

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Section: Resultssupporting

confidence: 73%

Section: ■ Conclusionmentioning

confidence: 99%

Luminescent Iridium(III) Complexes Supported by a Tetradentate Trianionic Ligand Scaffold with Mixed O, N, and C Donor Atoms: Synthesis, Structures, Photophysical Properties, and Material Applications

Chen

Guan

et al. 2017

Organometallics

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“…As this work extends from our research on magnetic exchange in transition metal complexes containing diamagnetic bridging polythiocyanidoplatinate, 14,15 11, where L4n 2− = N,N′benzene-bis(4-aminodiethylenesalicylideneiminate) dianion, L4o 2− = N,N′-3-methylbenzene-bis(3-ethoxysalicylideneiminate) dianion and L4p 2− = N,N′-ethylene-bis(naphthylidenebenzeneiminate) dianion, were also included in Table 3.…”

Section: Dft Calculationsmentioning

confidence: 75%

“…(C) One N-cyanido ligand from the cyanidometallate, and a phenolic oxygen atom from the adjacent [M(L4)] (m−2)− molecule in the second axial position, thus forming a dimeric unit. It must be stressed that this kind of dimer is not unique for Mn III complexes and can also be found in other transition metal complexes (Co II/III , 13 Fe III , 14 Ru III , 15 Ti III , 16 Zn II , 17 Cu II (ref. 18) and Ni II , 19 Scheme 1C).…”

Section: Introductionmentioning

confidence: 94%

Towards a better understanding of magnetic exchange mediated by hydrogen bonds in Mn(iii)/Fe(iii) salen-type supramolecular dimers

et al. 2014

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A thorough study of structural and magnetic properties was performed on a series of trinuclear and dinuclear Mn(III)/Fe(III) complexes consisting of [M(L4)(Solv)](+) and [Fe(CN)5(NO)](2-) moieties (M = Fe(III) or Mn(III), Solv = H2O or CH3OH, L4 = tetradentate salen-type ligands), in which dominant magnetic exchange is mediated by O(S)-H···O(Ph) hydrogen bonds in [M(L4)(Solv)](+)···[M(L4)(Solv)](+) supramolecular dimers. As deduced from magnetic analysis involving the determination of zero-field splitting (ZFS) parameters for Mn(III) and Fe(III) ions, as well as from comprehensive DFT calculations and modelling, it may be concluded that the strength of the magnetic exchange is correlated with the number of hydrogen bonds and with the O(Ph)···O(S) distance between the phenolic oxygen atom of the salen-type ligand (O(Ph)) and the oxygen atom of the solvent molecule coordinated to the adjacent metal atom (O(S)).

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“…Although the formation of metal–vinylidene species via alkyne–vinylidene rearrangement has been regarded as a key step in Ru(II)-induced alkyne transformations, a number of our synthetic studies revealed that Ru(II) can also activate alkynes via “non-vinylidene” pathways [ 31 , 32 ]. With the aim to gain control on the modes of alkyne activation, we initiated research activities on probing and isolating intermediates and products from the reactions between functionalized alkynes and a variety of Fe(II), Ru(II) and Os(II) complexes [ 31 , 32 , 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 , 44 , 45 , 46 , 47 ]. In 2015, we reported the synthesis of metallafuran complexes in the form of [M(bpy) 2 (C^O)] + from the reactions between cis -[M(bpy) 2 Cl 2 ] (M = Ru, Os; bpy = 2,2′-bipyridine) and ynone HC≡C(C=O)Ph in MeOH ( Scheme 1 a; C^O represents an anionic bidentate [ C (OMe)CHC(Ph) O ] − chelate, coordinating atoms in italics) [ 38 ].…”

Section: Introductionmentioning

confidence: 99%

Ruthenafuran Complexes Supported by the Bipyridine-Bis(diphenylphosphino)methane Ligand Set: Synthesis and Cytotoxicity Studies

et al. 2022

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Mononuclear and dinuclear Ru(II) complexes cis-[Ru(k2-dppm)(bpy)Cl2] (1), cis-[Ru(k2-dppe)(bpy)Cl2] (2) and [Ru2(bpy)2(μ-dpam)2(μ-Cl)2](Cl)2 ([3](Cl)2) were prepared from the reactions between cis(Cl),cis(S)-[Ru(bpy)(dmso-S)2Cl2] and diphosphine/diarsine ligands (bpy = 2,2’-bipyridine; dppm = 1,1-bis(diphenylphosphino)methane; dppe = 1,2-bis(diphenylphosphino)ethane; dpam = 1,1-bis(diphenylarsino)methane). While methoxy-substituted ruthenafuran [Ru(bpy)(κ2-dppe)(C^O)]+ ([7]+; C^O = anionic bidentate [C(OMe)CHC(Ph)O]− chelate) was obtained as the only product in the reaction between 2 and phenyl ynone HC≡C(C=O)Ph in MeOH, replacing 2 with 1 led to the formation of both methoxy-substituted ruthenafuran [Ru(bpy)(κ2-dppm)(C^O)]+ ([4]+) and phosphonium-ring-fused bicyclic ruthenafuran [Ru(bpy)(P^C^O)Cl]+ ([5]+; P^C^O = neutral tridentate [(Ph)2PCH2P(Ph)2CCHC(Ph)O] chelate). All of these aforementioned metallafuran complexes were derived from Ru(II)−vinylidene intermediates. The potential applications of these metallafuran complexes as anticancer agents were evaluated by in vitro cytotoxicity studies against cervical carcinoma (HeLa) cancer cell line. All the ruthenafuran complexes were found to be one order of magnitude more cytotoxic than cisplatin, which is one of the metal-based anticancer agents being widely used currently.

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Proton-Bridged Dinuclear (salen)Ru Carbene Complexes: Synthesis, Structure, and Reactivity of {[(salchda)Ru═C(OR)(CH═CPh₂)]₂·H}⁺

Cited by 24 publications

References 28 publications

Luminescent Iridium(III) Complexes Supported by a Tetradentate Trianionic Ligand Scaffold with Mixed O, N, and C Donor Atoms: Synthesis, Structures, Photophysical Properties, and Material Applications

Luminescent Iridium(III) Complexes Supported by a Tetradentate Trianionic Ligand Scaffold with Mixed O, N, and C Donor Atoms: Synthesis, Structures, Photophysical Properties, and Material Applications

Towards a better understanding of magnetic exchange mediated by hydrogen bonds in Mn(iii)/Fe(iii) salen-type supramolecular dimers

Ruthenafuran Complexes Supported by the Bipyridine-Bis(diphenylphosphino)methane Ligand Set: Synthesis and Cytotoxicity Studies

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