174894-87-2Relevant academic research and scientific papers
Synthesis of 6-phenyl-2,2′-bipyridine ligands bearing polyaromatic substituents
Diring, Stéphane,Retailleau, Pascal,Ziessel, Raymond
, p. 8069 - 8073 (2007)
A simple protocol for the efficient preparation of substituted 6-phenyl-2,2′-bipyridine derivatives is described. An inverse Diels-Alder reaction between a 3-phenyl-5-pyridyl-1,2,4-triazine and an electron-rich ethynyl species at high temperature provides a mixture of two products easily separable by column chromatography. The most encumbered isomer is favoured, likely due to favourable π-π stacking interactions in the transition state. A variety of those ligands suitable for the synthesis of cyclo-metallated complexes have been produced.
Heteroleptic ruthenium(II) polypyridine complexes with a series of substituted 2,2′-bipyridine ligands
Wang, Zhi-Min,Shen, Su-Mei,Shen, Xiu-Yin,Xu, Ya-Qin,Jia, Ai-Quan,Zhang, Qian-Feng
, p. 851 - 861 (2016/04/04)
Five substituted-2,2′-bipyridine ligands L, (4-(p-methylphenyl)-6-phenyl-2,2′-bipyridine (L1), 4-(p-bromophenyl)-6-(p-bromophenyl)-2,2′-bipyridine (L2), 4-(p-bromophenyl)-6-phenyl-2,2′-bipyridine (L3), 4-phenyl-6-(p-bromophenyl)-2,2′-bipyridine (L4), and 4-(p-fluorophenyl)-6-(p-fluorophenyl)-2,2′-bipyridine (L5) were synthesized by stepwise formation. Reaction of cis-[RuCl2(bpy)2]2H2O or cis-[RuCl2(phen)2]2H2O and the substituted-2,2′-bipyridine ligands in the presence of KPF6 afforded the corresponding cationic polypyridine-ruthenium complexes of the type [(bpy)2Ru(L)](PF6)2 (bpy = 2,2′-bipyridine, 1-5) or [(phen)2Ru(L)](PF6)2 (phen = 1,10-phenanthroline, 6-10), respectively. All complexes have been spectroscopically characterized by UV-vis, luminescence, and electrogenerated chemiluminescence. The structures of 1CH3COCH3, 3CH3COCH3, 52CH3COCH3, 6, 8, 9, and 10 have been determined by single-crystal X-ray diffraction.
DNA interactions and cytotoxic studies of cis-platin analogues of substituted 2,2′-bipyridines
Patel, Mohan N.,Parmar, Pradhuman A.,Gandhi, Deepen S.,Patidar, Anshul P.
, p. 54 - 59,6 (2012/12/11)
Platinum(II) complexes [Pt(4″-fpbpy)Cl2] (1), [Pt(4″-mepbpy)Cl2] (2), [Pt(4″-mpbpy)Cl2] (3) and [Pt(4″-bopbpy)Cl2] (4) {where 4″-fpbpy = 4-(4″-fluorophenyl)-6-phenyl-2,2′-bipyridine, 4″-mepbpy = 4-(4″-methylphen
Spectroscopic study of DNA hydrolysis, DNA intercalative, and electrostatic interaction activity exerted by drug based coordination compounds
Patel, Mohan N.,Bhatt, Bhupesh S.,Dosi, Promise A.
experimental part, p. 152 - 162 (2012/03/13)
Our work emphasized on synthesizing and characterizing neutral mononuclear copper(II) complexes with second generation fluoroquinolone drug ciprofloxacin (CFL) and some bipyridine derivatives (An) of type [Cu(CFL)(A n)Cl]·2H2/s
A rational protocol for the synthesis of arylated bipyridine ligands via a cycloaddition pathway
Diring, Stephane,Retailleau, Pascal,Ziessel, Raymond
, p. 10181 - 10193 (2008/04/12)
(Chemical Equation Presented) A generic design principle for the preparation of a variety of substituted phenyl-polypyridine ligands is described. These ligands are readily prepared by a regioselective [4+2] cycloaddition between electron-deficient dienes, such as 2,6-disubstituted-1,3, 4-triazines, and ethynyl-arenes or ethynyl-alkanes. Exceptional reactivity is found with electron-rich dienophiles bearing ethynylgallate or ethynylphenyldibutylamino groups. Two regioisomers are formed, the meta being preferred due to favorable π-π interactions in the transition state, while the para isomers are formed in low yields in most cases. The use of tert-butylacetylene or N,N-dimethylamino-2-propyne, however, drives the reaction exclusively to the para isomer. Di-N,N-dibutylaminophenyl or isoquinoline ligands can also be produced in a single step by reverse Diels-Alder reactions. Cross-coupling reactions of iodo-substituted ligands or their platinum(II) complexes under Pd(0) catalysis gives branched ligands and complexes bearing paraffin chains, electron-donor or electron-acceptor groups. The use of a chloro-Pt(II) complex of an iodo-functionalized ligand allows both halogens to be replaced by ethynyl groups by using different catalysts. This methodology readily accommodates various functional groups and has been successfully extended to systems containing a variety of donor/acceptor frameworks. All ligands strongly absorb in the near-UV and luminesce in solution at rt with quantum yields ranging from 0 to 66%. Excited state lifetimes are in the nanosecond range and the solvent effects are in keeping with singlet excited states mixed with charge-transfer character. As deduced from spectroscopic and electrochemical studies, the di-n-butylamino derivatives are strong reductants in the excited state.
