10495-73-5Relevant articles and documents
Syntheses of new binucleating heterocyclic ligands
Slater, Jonathan W.,Steel, Peter J.
, p. 6941 - 6943 (2006)
The syntheses of five new mixed azine-azole binucleating ligands are described.
Ipso substitution of 2-alkylsulfinylpyridine by 2-pyridyllithium; a new preparation of oligopyridine and their bromomethyl derivatives
Uenishi,Tanaka,Wakabayashi,Oae,Tsukube
, p. 4625 - 4628 (1990)
Unsymmetrical and symmetrical 2,2'-bipyridines have been prepared. The methods applied are new and offer efficient syntheses of higher oligopyridines and their bromomethyl derivatives.
The effects of introducing sterically demanding aryl substituents in [Cu(N^N)(P^P)]+ complexes
Brunner, Fabian,Graber, Stefan,Baumgartner, Yann,H?ussinger, Daniel,Prescimone, Alessandro,Constable, Edwin C.,Housecroft, Catherine E.
, p. 6379 - 6391 (2017)
The syntheses and characterizations of six [Cu(N^N)(POP)][PF6] and [Cu(N^N)(xantphos)][PF6] compounds (POP = bis(2-(diphenylphosphino)phenyl)ether, xantphos = 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene), in which N^N is a bpy ligand (1-Naphbpy, 2-Naphbpy, 1-Pyrbpy) bearing a sterically hindered 1-naphthyl, 2-naphthyl or 1-pyrenyl substituent in the 6-position, are reported. Single-crystal structure determinations of five complexes confirm a distorted tetrahedral environment for copper(i) and a preference for the N^N ligand to be oriented with the sterically-demanding aryl group being remote from the (C6H4)2O unit of POP or the xanthene 'bowl' of xantphos. The angle between the ring planes of the bpy range from 5.8 to 26.0° and this is associated with interactions between the aryl unit and the phenyl substituents of the P^P ligand. In solution at room temperature, the complexes undergo dynamic behaviour which has been investigated using variable temperature 2D NMR spectroscopy. The [Cu(N^N)(xantphos)]+ complexes exist as a mixture of conformers which interconvert through inversion of the xanthene bowl-shaped unit; the preference for one conformer over the other is significantly changed on going from N^N = Phbpy to 1-Pyrbpy (Phbpy = 6-phenyl-2,2′-bipyridine). The electrochemical and photophysical properties of the [Cu(N^N)(POP)][PF6] and [Cu(N^N)(xantphos)][PF6] compounds are presented; the compounds are orange emitters but the introduction of the 1-naphthyl, 2-naphthyl or 1-pyrenyl substituents result in poor photoluminescence quantum yields.
Structure–Activity and Stability Relationships for Cobalt Polypyridyl-Based Hydrogen-Evolving Catalysts in Water
Schnidrig, Stephan,Bachmann, Cyril,Müller, Peter,Weder, Nicola,Spingler, Bernhard,Joliat-Wick, Evelyne,Mosberger, Mathias,Windisch, Johannes,Alberto, Roger,Probst, Benjamin
, p. 4570 - 4580 (2017)
A series of eight new and three known cobalt polypyridyl-based hydrogen-evolving catalysts (HECs) with distinct electronic and structural differences are benchmarked in photocatalytic runs in water. Methylene-bridged bis-bipyridyl is the preferred scaffold, both in terms of stability and rate. For a cobalt complex of the tetradentate methanol-bridged bispyridyl–bipyridyl complex [CoIIBr(tpy)]Br, a detailed mechanistic picture is obtained by combining electrochemistry, spectroscopy, and photocatalysis. In the acidic branch, a proton-coupled electron transfer, assigned to formation of CoIII?H, is found upon reduction of CoII, in line with a pKa(CoIII?H) of approximately 7.25. Subsequent reduction (?0.94 V vs. NHE) and protonation close the catalytic cycle. Methoxy substitution on the bipyridyl scaffold results in the expected cathodic shift of the reduction, but fails to change the pKa(CoIII?H). An analysis of the outcome of the benchmarking in view of this postulated mechanism is given along with an outlook for design criteria for new generations of catalysts.
Structure-activity relationship of thiopyrimidines as mGluR5 antagonists
Hammerland, Lance G.,Johansson, Martin,Malmstroem, Jonas,Mattsson, Jan P.,Minidis, Alexander B. E.,Nilsson, Karolina,Peterson, Alecia,Wensbo, David,Wallberg, Andreas,Oesterlund, Krister
, p. 2467 - 2469 (2006)
Structure-activity relationship investigations of the thiopyrimidine (1), an HTS hit with micromolar activity as a metabotropic glutamate receptor 5 (mGluR5) antagonist, led to compounds with sub-micromolar activity.
Rhodium(iii)-catalyzed switchable C-H acylmethylation and annulation of 2,2′-bipyridine derivatives with sulfoxonium ylides
Chen, Chen,Chen, Mengjia,Meng, Haifang,Wang, Yani,Yang, Fang,Zhu, Bolin
, p. 4268 - 4271 (2021)
A novel protocol for Rh(iii)-catalyzed switchable C-H acylmethylation and annulation of 2,2′-bipyridine derivatives with sulfoxonium ylides is reported. This protocol provides a facile approach to synthesize structurally diverse acylmethylated 2,2′-bipyridine derivatives and acyl pyrido[2,3-a]indolizines with a broad range of functional group tolerance.
Synthesis and structures of two mononuclear iron(ii) complexes derived from polypyridine ligands
Wang, Hongqiao,Wu, Nan,Zheng, Jing,Zheng, Chunyang,Wang, Dunjia
, p. 100 - 102 (2020)
Three polypyridine ligands such as tri(2-pyridyl)methane, (2,2’-bipyridin-6-yl)di(2-pyridyl)methane and 2,6-bis[di(2-pyridyl)methyl] pyridine as well as their new iron(II) mononuclear complexes have been obtained in a one-pot synthesis. Detailed structural analyses and magnetic susceptibility measurements confirm the expected six-coordinate octahedral geometry and the metric parameters are consistent with lowspin iron(II) in the complexes.
Synthesis, structural characterization, photophysics, and broadband nonlinear absorption of a platinum(II) complex with the 6-(7-benzothiazol- 2′-yl-9,9-diethyl-9-H-fluoren-2-yl)-2,2′-bipyridinyl ligand
Zhang, Bingguang,Li, Yunjing,Liu, Rui,Pritchett, Timothy M.,Azenkeng, Alexander,Ugrinov, Angel,Haley, Joy E.,Li, Zhongjing,Hoffmann, Mark R.,Sun, Wenfang
, p. 4593 - 4606 (2012)
A platinum complex with the 6-(7-benzothiazol-2′-yl-9,9-diethyl-9H- fluoren-2-yl)-2,2′-bipyridinyl ligand (1) was synthesized and the crystal structure was determined. UV/Vis absorption, emission, and transient difference absorption of 1 were systematically investigated. DFT calculations were carried out on 1 to characterize the electronic ground state and aid in the understanding of the nature of low-lying excited electronic states. Complex 1 exhibits intense structured 1π-π* absorption at λabs1MLCT/ 1LLCT transition at 440-520 nm in CH2Cl2 solution. A structured 3π-π*/3MLCT emission at about 590 nm was observed at room temperature and at 77 K. Complex 1 exhibits both singlet and triplet excited-state absorption from 450 nm to 750 nm, which are tentatively attributed to the 1π-π* and 3π-π* excited states of the 6-(7-benzothiazol-2′- yl-9,9-diethyl-9H-fluoren-2-yl)-2,2′-bipyridine ligand, respectively. Z-scan experiments were conducted by using ns and ps pulses at 532 nm, and ps pulses at a variety of visible and near-IR wavelengths. The experimental data were fitted by a five-level model by using the excited-state parameters obtained from the photophysical study to deduce the effective singlet and triplet excited-state absorption cross sections in the visible spectral region and the effective two-photon absorption cross sections in the near-IR region. Our results demonstrate that 1 possesses large ratios of excited-state absorption cross sections relative to that of the ground-state in the visible spectral region; this results in a remarkable degree of reverse saturable absorption from 1 in CH2Cl2 solution illuminated by ns laser pulses at 532 nm. The two-photon absorption cross sections in the near-IR region for 1 are among the largest values reported for platinum complexes. Therefore, 1 is an excellent, broadband, nonlinear absorbing material that exhibits strong reverse saturable absorption in the visible spectral region and large two-photon-assisted excited-state absorption in the near-IR region.
Synthesis of new pyrrole-pyridine-based ligands using an in situ Suzuki coupling method
Boettger, Matthias,Wiegmann, Bjoern,Schaumburg, Steffen,Jones, Peter G.,Kowalsky, Wolfgang,Johannes, Hans-Hermann
, p. 1037 - 1047 (2012)
The compounds 6-(pyrrol-2-yl)-2,2'-bipyridine, 2-(pyrrol-2-yl)-1,10- phenanthroline and 2-(2-(N-methylbenz[d,e]imidazole)-6- (pyrrol-2-yl)-pyridine were synthesized by using an in situ generated boronic acid for the Suzuki coupling. Crystals of the products could be grown and exhibited interesting structures by X-ray analysis, one of them showing a chain-like network with the adjacent molecules linked to each other via intermolecular N-H...N hydrogen bonds.
A polyaromatic terdentate binding unit with fused 5,6-membered chelates for complexing s-, p-, d-, and f-block cations
Hoang, Thi Nhu Y.,Humbert-Droz, Marie,Dutronc, Thibault,Guenee, Laure,Besnard, Celine,Piguet, Claude
, p. 5570 - 5580 (2013)
The polyaromatic terdentate ligand 6-(azaindol-1-yl)-2,2′-bipyridine (L7) combines one 5-membered chelate ring with a fused 6-membered chelate ring. It is designed to provide complexation properties intermediate between 2,2′;6′,2″-terpyridine (L1) (two fused 5-membered chelate rings) and 2,6-bis(azaindol-1-yl)pyridine (L6) (two fused 6-membered chelate rings). In polar organic solvents, L7 displays remarkable affinities for the successive fixation of two small univalent cations M = H+ or Li +, leading to stable [Mm(L7)]m+ (m = 1-2) complexes. Upon reaction with M = Mg2+ or Zn2+ cations, the large positive charge densities borne by the metals result in the successive cooperative complexation of two ligands to give [M(L7)n] n+ (n = 1-2). For small Sc3+, unavoidable traces of water favor the formation of the protonated ligand at millimolar concentrations in acetonitrile, but the use of larger Y3+ cations leads to [Y(L7) n]n+ (n = 1, 2), for which stability constants of log(β1,1Y,L7) = 2.9(5) and log(β1,2Y,L7) = 5.3(4) are estimated. The complexation behaviors are supported by speciations in solution, thermodynamic analyses, and solution and solid-state structures.
