61633-06-5Relevant academic research and scientific papers
Cyclometallation Reactions of 6-Phenyl-2,2'-bipyridine, a Potential C,N,N-Donor Analogue of 2,2':6',2''-Terpyridine. Crystal and Molecular Structure of Dichlorobis(6-phenyl-2,2'-bipyridine)ruthenium(II)
Constable, Edwin C.,Henney, Roland P. G.,Leese, Troy A.,Tocher, Derek A.
, p. 443 - 449 (1990)
Metallated and non-metallated complexes of the ligand 6-phenyl-2,2'-bipyridine (HL) with ruthenium(II), rhodium(III), platinum(II), palladium(II), and gold(III) have been prepared.The crystal and molecular structure of the complex indicates that it contains two N-bonded ligands and a cis arrangement of the chlorides.
Ligand-Mediated Photophysics Adjustability in Bis-tridentate Ir(III) Complexes and Their Application in Efficient Optical Limiting Materials
Liu, Rui,Lu, Jiapeng,Pan, Qianqian,Zhu, Hongjun,Zhu, Senqiang
, p. 12835 - 12846 (2021)
A family of novel bis-tridentate Ir(III) complexes (Ir1-Ir5) incorporating both functional N?C?N-type ligands (L1-L5) and N?N?C-type ligand (L0) were synthesized attentively and characterized scientifically. The crystalline structures of Ir1, Ir3 and Ir4 were resoundingly confirmed by XRD. With the aid of experimental and theoretical methods, their photophysical properties at transient and steady states were scientifically investigated. The broadband charge-transfer absorption for these aforementioned Ir(III) complexes is up to 600 nm as shown in the UV-visible absorption spectrum. The emission lifetimes of their excited states are good. Between the visible and near-infrared regions, Ir1-Ir5 possessed powerful excited-state absorption. Hence, a remarkably robust reverse saturable absorption (RSA) process can occur once the complexes are irradiated by a 532 nm laser. The RSA effect follows the descending order: Ir3 > Ir5 > Ir4 ≈ Ir1 > Ir2. To sum up, modifying electron-donating units (-OCH3) and large ?-conjugated units to the pyridyl N?C?N-type ligands is a systematic way to markedly raise the RSA effect. Therefore, these octahedral bis-tridentate Ir(III) complexes are potentially state-of-the-art optical limiting (OPL) materials.
The cyclometalated nickel complex [(Phbpy)NiBr] (Phbpy- = 2,2′-bipyridine-6-phen-2-yl) - Synthesis, spectroscopic and electrochemical studies
Klein, Axel,Rausch, Benjamin,Kaiser, Andre,Vogt, Nicolas,Krest, Alexander
, p. 86 - 93 (2014)
The new organometallic nickel complex [(Phbpy)NiBr] containing the anionic tridentate N,N,C ligand 6-(phen-2-yl)-2,2′-bipyridine (Phbpy-) was synthesised from PhbpyBr and [Ni(COD)2] in excellent yields and was fully characterised (MS
CNN Coordination Accelerates the iClick Reaction of Square-Planar Palladium(II) and Platinum(II) Azido Complexes with Electron-Poor Alkynes and Enables Cycloaddition with Terminal Alkynes
Moreth, Dominik,Peng, Kun,Schatzschneider, Ulrich
supporting information, p. 2584 - 2593 (2021/08/20)
Organometal azido complexes with a cyclometalating C^N^N coligand of the general formula [M(N3)(phbpy)] with M = Pd(II) or Pt(II) and Hphbpy = 6-phenyl-2,2′-bipyridine were prepared in very good yield and reacted in a catalyst-free iClick reaction with internal alkynes 4,4,4-trifluoro-2-butynoic acid ethyl ester and dimethyl acetylenedicarboxylate and also methyl propiolate as a prototypical terminal alkyne. At room temperature, the two internal alkynes reacted too fast to study the kinetics with NMR spectroscopy, as the first spectrum obtained after mixing of the reactants showed only the product. Only in the case of methyl propiolate, second-order rate constants were obtained as 7.7 × 10-3 and 5.6 × 10-3 M-1 s-1 for the Pd(II) and Pt(II) azido complexes, respectively. As an alternative method with a shorter lag time, solution IR spectroscopy monitoring the disappearance of the azido vibration was used to obtain pseudo-first-order rate constants in the range of 3-4 × 10-4 s-1 for the terminal alkyne and 10-2 s-1 for the internal alkynes, with a general trend in the reactivity of Pd > Pt and CF3,COOEt > COOCH3,COOCH3 ? H,COOCH3.
Highly phosphorescent organopalladium(ii) complexes with metal-metal-to-ligand charge-transfer excited states in fluid solutions
Lin, Jinqiang,Zou, Chao,Zhang, Xiaobao,Gao, Qin,Suo, Sa,Zhuo, Qihang,Chang, Xiaoyong,Xie, Mo,Lu, Wei
supporting information, p. 10417 - 10421 (2019/07/22)
Dinuclear pincer-type cyclometalated Pd(ii) complexes with foldable diacetylide ligands show crystallographically determined intramolecular Pd?Pd contacts of 3.203-3.380 ?. In deoxygenated fluid solutions, these Pd(ii) complexes are highly phosphorescent
Palladium(ii) N-heterocyclic allenylidene complexes with extended intercationic Pd?Pd interactions and MMLCT phosphorescence
Zou, Chao,Lin, Jinqiang,Suo, Sa,Xie, Mo,Chang, Xiaoyong,Lu, Wei
supporting information, p. 5319 - 5322 (2018/06/01)
Extended intercationic Pd?Pd contacts of 3.30 ? in the crystal structure and distinct MMLCT transitions absorbing at 528 nm and emitting beyond 600 nm in solutions have been revealed with cyclometalated Pd(ii) N-heterocyclic allenylidene complexes. The Pd
Iron catalyzed oxidative assembly of N-heteroaryl and aryl metal reagents using oxygen as an oxidant
Liu, Kun Ming,Liao, Lian Yan,Duan, Xin Fang
supporting information, p. 1124 - 1127 (2015/01/09)
An equivalent amount of N-heteroaryl and aryl Grignard or lithium reagents, after mediation by an equivalent of titanate, was facilely coupled to furnish N-heteroaryl-aryl compounds under the catalysis of FeCl3/TMEDA at ambient temperature using oxygen as an oxidant. Most of the common N-heteroaryls were all good candidates, and thus provided a general, green and pratical protocol for the flexible construction of various N-heteroaryl-aryl structures. This journal is
Cytotoxicity of cyclometalated platinum complexes based on tridentate NCN and CNN-coordinating ligands: Remarkable coordination dependence
Vezzu, Dileep A.K.,Lu, Qun,Chen, Yan-Hua,Huo, Shouquan
, p. 49 - 56 (2014/03/21)
A series of cyclometalated platinum complexes with diverse coordination patterns and geometries were screened for their anticancer activity. It was discovered that the N^C^N-coordinated platinum complex based on 1,3-di(pyridyl)benzene displayed much higher cytotoxicity against human lung cancer cells NCI-H522, HCC827, and NCI-H1299, and human prostate cancer cell RV1 than cisplatin. In a sharp contrast, the C^N^N-coordinated platinum complex based on 6-phenyl-2,2′-bipyridine was ineffective on these cancer cells. This remarkable difference in cytotoxicity displayed by N^C^N- and C^N^N-coordinated platinum complexes was related to the trans effect of the carbon donor in the cyclometalated platinum complexes, which played a crucial role in facilitating the dissociation of the chloride ligand to create an active binding site. The DNA binding was studied for the N^C^N-coordinated platinum complex using electrophoresis and emission titration. The cellular uptake observed by fluorescent microscope showed that the complex is largely concentrated in the cytoplasm. The possible pathways for the cell apoptosis were studied by western blot analysis and the activation of PARP via caspase 7 was observed.
Catalytic arylation of a C-H bond in pyridine and related six-membered N-heteroarenes using organozinc reagents
Hyodo, Isao,Tobisu, Mamoru,Chatani, Naoto
supporting information; experimental part, p. 1357 - 1365 (2012/08/08)
Despite significant advances in the catalytic direct arylation of heteroarenes, the application of this reaction to pyridines has been met with limited success. An oxidative nucleophilic arylation strategy has been developed to overcome this problem. Pyridine, pyrazine, quinolone, and related electron-deficient N-heteroarenes can be arylated at the most electrophilic site using the developed nickel-catalyzed reaction. This protocol serves as a complementary method to catalytic direct arylation reactions. Less is more: Pyridine, pyrazine, quinoline and related electron-deficient N-heteroarenes can be arylated at the most electrophilic site using organozinc reagents through nickel catalysis. This protocol serves as a complementary method to catalytic direct arylation reactions. Copyright
CYCLOMETALATED DYE COMPLEXES AND THEIR USE IN DYE-SENSITIZED SOLAR CELLS
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Page/Page column 35, (2011/04/19)
The present invention provides a modular approach to preparing a large array of substituted cyclometalated compounds which behave as dyes having intense absorbance bands in the visible spectrum The compounds include at least one terpyridine-type ligand (tpy) and one cyclometalated tridentate ligand having the bonding motif N,C,N' or C,N, N'. In particular, compounds of formula (I) and formula (II), as shown, where M and R1 to R4 are as defined herein, are disclosed The utility of these compounds in dye-sensitized solar cells (DSSCs) is also taught.
