Synthesis, crystal structures, and characterization of 4,5-diaza-9-[4,5-bis(methylthio)-1,3-dithiol-2-ylidene]-fluorene (L) metal complexes [(TPyA)MII(L)](SbF6)2 (MII=Mn, Fe, Co; TPyA=tris(2-pyridylmethyl)amine)

Culpitt, Tanner; Guzei, Ilia A.; Spencer, Lara C.; Simonson, Andrew; Miller, Joel S.; Wimmer, Megan R.; Nelson, Kendric J.

doi:10.1016/j.ica.2014.12.004

Cited by 5 publications

(3 citation statements)

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“…33 The coordination chemistry of the bis-thioether analogue 4,5-diaza-9-[4,5bis(methylthio)-1,3-dithiol-2-ylidene]fluorene (L 3 ) with transition metals was explored. [34][35][36][37][38][39][40] The solid state structure, the IR spectrum and the solution UV-vis spectrum, and the magnetic properties have been reported for [M(L 3 )(tpa)](SbF 6 ) 2 (where tpa = tris(2-pyridylmethyl)amine). The L 3 ligand is labile and readily displaced in coordinating solvents such as acetone, or MeCN.…”

Section: Ii4 Coordination Chemistry Of Sulfur Donor Functionalized mentioning

confidence: 99%

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Coordination chemistry and applications of versatile 4,5-diazafluorene derivatives

Annibale

Song

2016

Dalton Trans.

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This perspective review will examine the coordination chemistry and applications of metal complexes of 4,5-diazafluorene derivatives. The versatile derivatives of 4,5-diazafluorene can serve multiple roles, and display a number of coordination modes. The ambidentate derivatives with multiple coordination sites can allow for the syntheses of coordination polymers, multimetallic, and macrocyclic complexes. In addition, certain 4,5-diazafluorene derivatives can serve as spectator ligands to support reactivity at the metal centre, or as reactive actor ligands engaging in atypical reactivity patterns. The applications of metal complexes of 4,5-diazafluorene derivatives in catalysis, photochemistry and photophysics, as well as in bioinorganic chemistry are also surveyed.

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Section: Ii4 Coordination Chemistry Of Sulfur Donor Functionalized mentioning

confidence: 99%

“…The L 3 ligand is labile and readily displaced in coordinating solvents such as acetone, or MeCN. 40…”

Section: Ii4 Coordination Chemistry Of Sulfur Donor Functionalized mentioning

confidence: 99%

Coordination chemistry and applications of versatile 4,5-diazafluorene derivatives

Annibale

Song

2016

Dalton Trans.

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“…Herein, the model complex [M(TPA)(MBI)] + (M = Ni 2+ and Co 2+ , TPA = tris(2-pyridylmethyl)amine) has been employed to investigate the coordination chemistry and spectroscopic characteristics of MBIs (Figure ). TPA has been used as a tetradentate ligand for biologically relevant first-row transition metal ions, while providing flexible structural modification via the pyridine moieties. − TPA complexes of Ni(II) have been used to study Ni(II)-dependent metalloenzymes such as acireductone dioxygenase, urease, and glyoxalase I . In this study, Ni(II) and Co(II) complexes were used to enable structural and spectroscopic study of MBI–metal interactions.…”

Section: Introductionmentioning

confidence: 99%

Evaluating Metal–Ligand Interactions of Metal-Binding Isosteres Using Model Complexes

et al. 2021

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Bioisosteres are a useful approach to address pharmacokinetic liabilities and improve drug-like properties. Specific to developing metalloenzyme inhibitors, metal-binding pharmacophores (MBPs) have been combined with bioisosteres, to produce metal-binding isosteres (MBIs) as alternative scaffolds for use in fragment-based drug discovery (FBDD). Picolinic acid MBIs have been reported and evaluated for their metal-binding ability, pharmacokinetic properties, and enzyme inhibitory activity. However, their structural, electronic, and spectroscopic properties with metal ions other than Zn(II) have not been reported, which might reveal similarities and differences between MBIs and the parent MBPs. To this end, [M(TPA)(MBI)]+ (M = Ni(II) and Co(II), TPA = tris(2-pyridylmethyl)amine) is presented as a bioinorganic model system for investigating picolinic acid, four heterocyclic MBIs, and 2,2′-bipyridine. These complexes were characterized by X-ray crystallography as well as NMR, IR, and UV–vis spectroscopies, and their magnetic moments were accessed. In addition, [(TpPh,Me)Co(MBI)] (TpPh,Me = hydrotris(3,5-phenylmethylpyrazolyl)borate) was used as a second model compound, and the limitations and attributes of the two model systems are discussed. These results demonstrate that bioinorganic model complexes are versatile tools for metalloenzyme inhibitor design and can provide insights into the broader use of MBIs.

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Synthesis, Characterization and Electrochemical Properties of 4,5‐Diazafluoren‐9‐yl or Fluoren‐9‐yl Terminated Homobimetallic Ruthenium and Osmium Allenylidene, Alkynyl‐Allenylidene Complexes

et al. 2017

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A variety of rigid ruthenium and osmium allenylidene [M 1 Cl(PP) 2 ＝ C ＝ C(4,5-diazafluoren-9-yl)-{M 2 (CHC(PPh 3 )CHC(PPh 3 )Cl 2 (PPh 3 ) 2 }][PF 6 ] 3 (4a: M 1 ＝Os, M 2 ＝Os, PP＝dppm; 4b: M 1 ＝Os, M 2 ＝Ru, PP＝ dppm; 4c: M 1 ＝Ru, M 2 ＝Os, PP＝dppe; 4d: M 1 ＝Ru, M 2 ＝Ru, PP＝dppe), ruthenium alkynyl-allenylidene complexes trans-[(dppe) 2 Ru(C≡CPh)Ru＝C＝C(R)][PF 6 ] (6a: R＝fluoren-9-yl; 6b: R＝4,5-diazafluoren-9-yl), trans-{(dppe) 2 [＝C＝C(fluoren-9-yl)]Ru(C≡C-R-C≡C)Ru[(＝C＝C(fluoren-9-yl)(dppe) 2 ]} [PF 6 ] 2 (8a, R＝ 1,4-phenylene; 8b, R＝1,3-phenylene) terminated by 4,5-diazafluoren-9-yl and fluoren-9-yl group have been prepared. These allenylidene complexes were derived from 9-ethynyl-9-fluorenol and 9-hydroxy-9-ethynyl-4,5-diazafluorene in the presence of cis-OsCl 2 (dppm) 2 and cis-RuCl 2 (dppe) 2 . The respective products have been fully characterized by 1 H, 13 C, 31 P NMR spectrometry, IR spectrometry, elemental analysis, and UV/Vis spectrophotometry. Moreover, electrochemical studies reveal that the dinuclear complexes display a quasi-reversible redox behavior and a moderate electronic communication between the two metal centers in 8a. UV-Vis studies show a remarkable absorption in the region (λ max ＝300-700 nm) for these complexes.

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Synthesis, crystal structures, and characterization of 4,5-diaza-9-[4,5-bis(methylthio)-1,3-dithiol-2-ylidene]-fluorene (L) metal complexes [(TPyA)MII(L)](SbF6)2 (MII=Mn, Fe, Co; TPyA=tris(2-pyridylmethyl)amine)

Cited by 5 publications

References 44 publications

Coordination chemistry and applications of versatile 4,5-diazafluorene derivatives

Coordination chemistry and applications of versatile 4,5-diazafluorene derivatives

Evaluating Metal–Ligand Interactions of Metal-Binding Isosteres Using Model Complexes

Synthesis, Characterization and Electrochemical Properties of 4,5‐Diazafluoren‐9‐yl or Fluoren‐9‐yl Terminated Homobimetallic Ruthenium and Osmium Allenylidene, Alkynyl‐Allenylidene Complexes

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