34826-00-1Relevant academic research and scientific papers
Tuning the Electrochemical and Photophysical Properties of Osmium-Based Photoredox Catalysts
Beck, Logan R.,Bedná?ová, Eva,Goldschmid, Samantha L.,Joe, Candice L.,Li, Jun,Ravetz, Benjamin D.,Rovis, Tomislav,Tay, Nicholas E. S.,Xie, Katherine
supporting information, p. 247 - 258 (2022/02/05)
The use of low-energy deep-red (DR) and near-infrared (NIR) light to excite chromophores enables catalysis to ensue across barriers such as materials and tissues. Herein, we report the detailed photophysical characterization of a library of Os∥polypyridyl photosensitizers that absorb low-energy light. By tuning ligand scaffold and electron density, we access a range of synthetically useful excited state energies and redox potentials. 1 Introduction 1.1 Scope 1.2 Measuring Ground-State Redox Potentials 1.3 Measuring Photophysical Properties 1.4 Synthesis of Osmium Complexes 2 Properties of Osmium Complexes 2.1 Redox Potentials of Os(L)2-Type Complexes 2.2 Redox Potentials of Os(L)3-Type Complexes 2.3 UV/Vis Absorption and Emission Spectroscopy 3 Conclusions.
Palladium(II) complexes of tridentate bis(benzazole) ligands: Structural, substitution kinetics, DNA interactions and cytotoxicity studies
Bellam, Rajesh,Fatokun, Amos A.,Jaganyi, Deogratius,Ojwach, Stephen O.,Omondi, Reinner O.
, (2020/07/08)
Reactions of 2,6-bis(benzimidazol-2-yl)pyridine (L1), 2,6-bis(benzoxazol-2-yl)pyridine (L2), and 2,6-bis(benzothiazol-2-yl)pyridine (L3) with [Pd(NCMe)2Cl2] in the presence of NaBF4 afforded the corresponding Pd(II) complexes, [Pd(L1)Cl]BF4, PdL1; [Pd(L2)Cl]BF4, PdL2; [Pd(L3)Cl]BF4, PdL3; respectively, while reaction of bis[(1H-benzimidazol-2-yl)methyl]amine (L4) with [Pd(NCMe)2Cl2] afforded complex [Pd(L4)Cl]Cl, PdL4. Characterisation of the complexes was accomplished using NMR, IR, MS, elemental analyses and single crystal X-ray crystallography. Ligand substitution kinetics of these complexes by biological nucleophiles thiourea (Tu), L-methionine (L-Met) and guanosine 5′-diphosphate disodium salt (5-GMP) were examined under pseudo-first order conditions. The reactivity of the complexes decreased in the order: PdL1 > PdL2 > PdL3 > PdL4, ascribed to electronic effects. Density functional theory (DFT) supported this trend. Studies of interaction of the Pd(II) complexes with calf thymus DNA (CT-DNA) revealed strong binding affinities via intercalative binding mode. Molecular docking studies established associative non-covalent interactions between the Pd complexes and DNA. The in vitro cytotoxic activities of PdL1–PdL4 were assessed in cancer cell lines HeLa and MRC5-SV2 and a normal cell line MRC-5, using the 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay. PdL1 exhibited cytotoxic potency and selectivity against HeLa cell that was comparable to cisplatin's. Complex PdL1, unlike cisplatin, did not significantly induce caspase-dependent apoptosis.
Elemental sulfur as a polyvalent reagent in redox condensation with: O -chloronitrobenzenes and benzaldehydes: Three-component access to 2-arylbenzothiazoles
Nguyen, Le Anh,Ngo, Quoc Anh,Retailleau, Pascal,Nguyen, Thanh Binh
supporting information, p. 4289 - 4293 (2017/09/29)
Sulfur was found to be a polyvalent reagent in the multicomponent redox condensation with o-chloronitrobenzenes and benzaldehydes. 2-Arylbenzothiazoles was obtained in moderate to good yields in a highly atom-economical pathway.
Spectroscopic differences between heterocyclic benzothiazoline, -thiazole and imine containing ligands and comparison of the Co and Cu pyridine benzothiazole and imine complexes
Carlson, Lauren J.,Welby, Jenna,Zebrowski, Kelly A.,Wilk, Matthew M.,Giroux, Rachel,Ciancio, Nicole,Tanski, Joseph M.,Bradley, Amy,Tyler, Laurie A.
experimental part, p. 159 - 166 (2011/03/21)
Five heterocyclic benzothiazoline and -thiazole analogs have been synthesized and characterized by 1H NMR and IR spectroscopy. The analogs fall into two different classes, (a) those which contain one benzothiazoline group adjacent to the hetero
Models for Copper-Dioxygen Complexes: the Chemistry of Copper(II) with Some Planar Tridentate Nitrogen Ligands
Piguet, Claude,Bocquet, Bernard,Mueller, Edgar,Williams, Alan F.
, p. 323 - 337 (2007/10/02)
The solution chemistry of Cu(II) with a series of five planar tridentate nitrogen ligands, 2,6-bis(benzimidazol-2-yl)pyridine (bzimpy, 1), 2,6-bis(1-methylbenzimidazol-2-yl)pyridine (mbzimpy, 2), 2,6-bis(benzothiazol-2-yl)pyridine (bzthpy, 3), 2,6-bis(benzoxazol-2-yl)pyridine (bzoxpy, 4), and 2,2',6',2"-terpyridyl (terpy, 5) is reported.Electronic and EPR spectra are consistent with the complexes 2+ having essentially tetragonal structure in solution, with the fourth coordination site in the plane of the ligand occupied by solvent. bzthpy and bzoxpy show smaller ligand-field splittings than bzimpy, mbzimpy, and terpy, and are easily decomplexed from the copper.Substitution of the coordinated solvent molecule in the plane of the ligand is observed with Cl- and OH- (provided that the ligand has no acidic protons) for all ligands except terpy.The reaction between 2+ and imidazole has been studied by potentiometric titration in MeCN/H2O 1:1 and shows strong binding of the imidazole in the plane (log K = 4.5 at 25 deg C), and also the formation of an imidazolate-bridged dinuclear species.
Synthesis, Characterization and Electron Impact Mass Spectrometry of Schiff Bases Rearranging to Oxazoline, Thiazoline and Thiazole Derivatives
Guerriero, Paolo,Bullita, Elvio,Vigato, Pietro A.,Pelli, Beatrice,Traldi, Pietro
, p. 145 - 154 (2007/10/02)
A series of oxazoline compounds have been prepared by reaction of 2,6-diformyl-4-chlorophenol, 2,6-diformylpyridine or 2,5-diformylthiophen with o-aminophenol or o-aminothiophenol respectively.The oxazoline derivatives are stable both in solid state and i
Synthesis of Some Benzimidazole- and Benzothiazole-Derived Ligand Systems and Their Precursory Diacids
Addison, Anthony W.,Rao, Nageswara T.,Wahlgren, Curtis G.
, p. 1481 - 1484 (2007/10/02)
Procedures are described for the preparation of various bidentate and linear tetradentate benzimidazoles and benzothiazoles incorporating units such as pyridyl and thioether, and for the preparation of certain thioether dicarboxylic acids precursory to them.Condensation of ortho-functional anilines with carboxylic acids were carried out in polyphosphoric acid or refluxing HCl solution.Syntheses are reported for: 2X (X=O,S), 1,9-bis(benzimidazol-2-yl)-2,5,8-trithianonane, 1,11-bis(N-methylbenzimidazol-2-yl)-3,6,9-trithiaundecane, 1,11-bis(2-benzimidazol-2-yl)-6-oxo-3,9-dithiaundecane, 2-(2-pyridyl)benzothiazole, 2,6-bis(benzothiazol-2-yl)pyridine, 2-(2-pyridyl)-N-methylbenzimidazole, 2-(2-pyridylmethyl)benzimidazole and 2-(N-methyl-2-piperidyl)benzimidazole.The compounds were characterized, where appropriate, by their mass, uv and 1H-nmr spectra.
