- Novel DNA binding agents: Hydrazone-based helical trinuclear Ag complexes
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Using the hydrazone linker and the self-assembly, functionalized Ag complexes with a helical structure showed a 2.96 A distance between metal-metal bonds, well-aligned aromatic rings, and the strong affinity toward DNA.
- Cheng, Chien-Chung,Hung, Sue-Mei,Yeh, Chia-Yi,Chang, Chen-Shen,Wang, Wen-Jwu
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Read Online
- Syntheses and crystal structures of two self-assembled dizinc(II) helicates with novel hydrazone linked polypyridyl ligands
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The rationally designed polydentate ligands, L1 and L2, based on the pyridinyl moiety and the hydrazone fragment have been synthesized to coordinate zinc(II) ions. We utilize pyridine as a rigid core connecting two bipyridines as ligand building blocks with a hydrozone linker for the L1. The L2 has a reversed design in which a bipyridine was used as a hinging-available building block of the ligand core, connecting two pyridazine arms with a hydrazone linker. Two novel helical dizinc(II) complexes were obtained by the reaction of L1 and L2 with zinc(II) perchlorate in acetonitrile. The structures of both helicates were confirmed by X-ray diffractometry. Single-stranded helicate Zn2L1 contains two zinc ions bridged by an oxygen atom. Except for the L2 ligand, no other bridging species were found between the two zinc ions in the double-stranded helicate Zn2L2 2. The self-assembling process of helicate Zn2L1 in solution state was studied by UV–Vis spectrometric titration experiments. The stepwise formation constants imply a slightly positive cooperative behavior for the formation of helicates.
- Kao, Hsien-Chang,Wang, Yi-Chun,Wang, Wen-Jwu
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- Micelle-Enabled Suzuki-Miyaura Cross-Coupling of Heteroaryl Boronate Esters
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We report a micellar protocol for Suzuki-Miyaura cross-coupling of heteroaryl boronic esters with aryl or heteroaryl halides. The micellar catalysis enables this coupling reaction to run under mild conditions, which avoids the decomposition of heteroaryl boronate esters and allows for high chemoselectivity for cross-coupling reaction with 6-chloropridine-2-boronic ester. The micellar protocol expands the scope of the cross-coupling reaction with challenging heteroaryl boronic esters and complements the existing cross-coupling methods for construction of heterobiaryl building blocks.
- Guo, Pengfei,Zhang, Hao,Zhou, Jianguang,Gallou, Fabrice,Parmentier, Michael,Wang, Hui
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- Rhodium(iii)-catalyzed switchable C-H acylmethylation and annulation of 2,2′-bipyridine derivatives with sulfoxonium ylides
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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.
- Chen, Chen,Chen, Mengjia,Meng, Haifang,Wang, Yani,Yang, Fang,Zhu, Bolin
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supporting information
p. 4268 - 4271
(2021/05/31)
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- METHOD FOR COUPLING HALOGENATED PYRIDINE COMPOUND WITH HALOGENATED AROMATIC COMPOUND
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There is a demand for the development of a technique according to which a reaction for coupling a halogenated pyridine compound with a halogenated aromatic compound can be performed in a simple manner through a small number of steps without using expensive agents such as a palladium catalyst. A method for coupling a halogenated pyridine compound with a halogenated aromatic compound includes a step of coupling a halogenated pyridine compound with a halogenated aromatic compound to obtain a pyridine compound by reacting, in a reaction solvent, the halogenated pyridine compound and the halogenated aromatic compound with a solution containing an alkali metal.
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Paragraph 0054; 0055
(2020/10/20)
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- A novel approach for rhodium(iii)-catalyzed C-H functionalization of 2,2′-bipyridine derivatives with alkynes: A significant substituent effect
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We described a novel approach for the C-H functionalization of 2,2′-bipyridine derivatives with alkynes. DFT calculations and experimental data showed a significant substituent effect at the 6-position of 2,2′-bipyridine, which weakened the adjacent N-Rh bond and provided the possibility of subsequent rollover cyclometalation, C-H activation, and functionalization.
- Wu, Shaonan,Wang, Zhuo,Bao, Yinwei,Chen, Chen,Liu, Kun,Zhu, Bolin
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supporting information
p. 4408 - 4411
(2020/05/05)
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- Synthesis, characterisation and application of iridium(III) photosensitisers for catalytic water reduction
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The synthesis of novel, monocationic iridium(III) photosensitisers (Ir-PSs) with the general formula [IrIII(C^N)2(N^N)]+ (C^N: cyclometallating phenylpyridine ligand, N^N: neutral bidentate ligand) is described. The structures obtained were examined by cyclic voltammetry, UV/Vis and photoluminescence spectroscopy and X-ray analysis. All iridium complexes were tested for their ability as photosensitisers to promote homogeneously catalysed hydrogen generation from water. In the presence of [HNEt 3][HFe3(CO)11] as a water-reduction catalyst (WRC) and triethylamine as a sacrificial reductant (SR), seven of the new iridium complexes showed activity. [Ir(6-iPr-bpy)(ppy)2]PF 6 (bpy: 2,2′-bipyridine, ppy: 2-phenylpyridine) turned out to be the most efficient photosensitiser. This complex was also tested in combination with other WRCs based on rhodium, platinum, cobalt and manganese. In all cases, significant hydrogen evolution took place. Maximum turnover numbers of 4550 for this Ir-PS and 2770 for the Fe WRC generated in situ from [HNEt 3][HFe3(CO)11] and tris[3,5- bis(trifluoromethyl)phenyl]phosphine was obtained. These are the highest overall efficiencies for any Ir/Fe water-reduction system reported to date. The incident photon to hydrogen yield reaches 16.4 % with the best system. Copyright
- Gaertner, Felix,Cozzula, Daniela,Losse, Sebastian,Boddien, Albert,Anilkumar, Gopinatan,Junge, Henrik,Schulz, Thomas,Marquet, Nicolas,Spannenberg, Anke,Gladiali, Serafino,Beller, Matthias
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body text
p. 6998 - 7006
(2011/07/29)
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- COMPOUND HAVING NPY Y5 RECEPTOR ANTAGONIST ACTIVITY
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This invention provides a compound of the formula (I): a pharmaceutically acceptable salt or solvate thereof, wherein R1 is substituted or unsubstituted alkyl or the like, R2 is hydrogen or substituted or unsubstituted alkyl, Ring A is monocyclic or bicyclic aromatic heterocycle, R3 is substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl or substituted or unsubstituted heterocycle, R4 is halogen, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl or the like, m is an integer between 0 and 2, n is an integer between 0 and 5, R is halogen, oxo, cyano, nitro, substituted or unsubstituted alkyl or the like, and p is an integer between 0 and 2 as novel compounds having NPY Y5 antagonistic activity.
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Page/Page column 34-35
(2011/02/25)
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- COMPOUNDS HAVING NPY Y5 RECEPTOR ANTAGONISTIC ACTIVITY
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This invention provides a compound of the formula (I): a pharmaceutically acceptable salt or solvate thereof, wherein R1 is substituted or unsubstituted alkyl or the like, R2 is hydrogen or substituted or unsubstituted alkyl, Ring A is monocyclic or bicyclic aromatic heterocycle, R3 is substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl or substituted or unsubstituted heterocycle, R4 is halogen, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl or the like, m is an integer between 0 and 2, n is an integer between 0 and 5, R is halogen, oxo, cyano, nitro, substituted or unsubstituted alkyl or the like, and p is an integer between 0 and 2 as novel compounds having NPY Y5 antagonistic activity.
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Page/Page column 22
(2011/02/25)
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- 4-(Pyridin-2-yl)thiazol-2-yl thioglycosides as bidentate ligands for oligosaccharide synthesis via temporary deactivation
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This study focusses on a new concept for oligosaccharide synthesis based on 4-(pyridin-2-yl)thiazol-2-yl thioglycosides that can either act as effective glycosyl donors or can be deactivated by stable bidentate complexation with palladium(ii) bromide. The Royal Society of Chemistry.
- Pornsuriyasak, Papapida,Rath, Nigam P.,Demchenko, Alexei V.
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supporting information; experimental part
p. 5633 - 5635
(2009/04/13)
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- Preparation of new axially chiral bridged 2,2′-bipyridines and pyridyl monooxazolines (pymox). Evaluation in copper(i)-catalyzed enantioselective cyclopropanation
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This work reports the synthesis of new axially chiral bridged 2,2′-bipyridines 1 and pyridylmonooxazolines (pymox) 2. The potential of these new axially chiral N,N-ligands was evaluated in asymmetric catalytic cyclopropanation of styrene derivatives 22a-c with diazoesters 21a,b. While 2,2′-bipyridines 1a-c afforded the corresponding cyclopropanes 23a-f in up to 65% ee, pymoxs 2a-e gave somewhat lower enantioselectivities (up to 53% ee). Both classes of ligands produced trans-cyclopropanes 23a-f as the major isomer, although with modest diasteroselectivities (56: 44 to 78: 22). A structure-stereoselectivity relationship study of ligands 1 and 2 identified the chiral biaryl axis as being mostly responsible for the enantioselective performances of these ligands. The Royal Society of Chemistry.
- Bouet, Alexis,Heller, Barbara,Papamicael, Cyril,Dupas, Georges,Oudeyer, Sylvain,Marsais, Francis,Levacher, Vincent
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p. 1397 - 1404
(2007/12/27)
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- New polystyrene-supported stable source of 2-pyridylboron reagent for Suzuki couplings in combinatorial chemistry
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The first stable polystyrene-supported 2-pyridylboron reagent has been prepared and involved in Suzuki-Miyaura couplings. Very efficient reactions have been obtained with clean release of target coupling products providing a new tool for combinatorial chemistry.
- Gros, Philippe,Doudouh, Abdelatif,Fort, Yves
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p. 6239 - 6241
(2007/10/03)
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- Unusual C-6 lithiation of 2-chloropyridine-mediated by BuLi-Me2N(CH2)2OLi. New access to 6-functional-2-chloropyridines and chloro-bis-heterocycles
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Formula Presented The reaction of 2-chloropyridine with alkylithium generally results in nucleophilic addition leading to the loss of chlorine atom while exclusive directed ortho metalation is obtained using LDA. Herein it is shown that the BuLi-Me2
- Choppin, Sabine,Gros, Philippe,Fort, Yves
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p. 803 - 805
(2007/10/03)
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- A convenient set of bidentate pyridine ligands for combinatorial synthesis
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Synthesis is reported of five pyridine-containing bidentate ligands bearing nucleophilic groups at different positions. Their efficient solid- phase alkylation was demonstrated in the synthesis of a small library. These ligands are attractive building blocks for the construction of libraries of metal-binding compounds for various purposes.
- Wang, Fen,Schwabacher, Alan W.
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p. 4779 - 4782
(2007/10/03)
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- 6-Amino-2,2'-bipyridine as a new fluorescent organic compound
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6,6'-Diamino-2,2'-bipyridine (1a) has been found to exhibit a strong fluorescence in the near-UV region.Some amino and/or chloro substituted bipyridines (bpys) have been synthesized an studied to show that only 6-amino-substtuted derivatives exhibited a strong emission.The emission of 6-amino-6'-chloro-bpy (3a) was the strongest (λmax = 429.0 nm; Φ = 0.78 in ethanol) among them.On the other hand, little or no emission was observed for monochloro-, dichloro- and 4-amino- derivatives.
- Araki, Koji,Mutai, Toshiki,Shigemitsu, Yasuhiro,Yamada, Masaki,Nakajima, Takayoshi,et al.
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p. 613 - 618
(2007/10/03)
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- Synthesis and molecular structure of the potentially binucleating tridentate ligand 6-diphenylphosphino-2,2'-bipyridyl
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An improved procedure for the synthesis of 6-chloro-2,2'-bipyridyl from 2,2'-bipyridine is described.Treatment of this compound with LiPPh2 leads to the formation of the new, potentially binucleating tridentate ligand, 6-diphenylphosphino-2,2'-bipyridyl.The spectroscopic properties of this ligand and its molecular structure, as established by X-ray crystallography, are described.
- Field, John S.,Haines, Raymond J.,Parry, Campbell J.,Sookraj, Sadesh H.
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- PREPARATION OF PYRIDYL GRIGNARD REAGENTS AND CROSS COUPLING REACTIONS WITH SULFOXIDES BEARING AZAHETEROCYCLES
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Pyridyl Grignard reagents were prepared from the corresponding iodopyridine and EtMgBr.New cross coupling reactions of the Grignard reagents with azaheterocycles took place on the sulfinyl sulfur atom to afford biazaheteroaryls.
- Furukawa, Naomichi,Shibutani, Tadao,Fujihara, Hisashi
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p. 5845 - 5848
(2007/10/02)
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- (Pyridinyl)-1,2,4-triazolo[4,3-a]pyridines
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This disclosure describes novel substituted 1,2,4-triazolo[4,3-a]pyridines which possess anxioltic activity.
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- REACTIONS OF WITH ARYL HALIDES. A NEW SOURCE OF ARYL RADICALS
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The complex (dppe = Ph2PCH2CH2PPh2) reacts with aryl halides to give molybdenum chloride complexes and arylation products of the aromatic nucleus, which are typical of homolytic aromatic substitution.The results of experiments carried out directly with MoCl5 and Na(Hg) in the presence of PPh3 or dppe confirm the essential role of the chelating diphosphine in favouring aromatic substitution instead of aryl coupling.The molybdenum complex was also caused to react with heteroaryl halides.In accord with a homolytic mechanism, selectivity towards the o-substituted isomers appears to be a general feature of these reactions.
- Minzoni, Ferruccio,Nardelli, Mario,Pelizzi, Corrado,Predieri, Giovanni
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p. 221 - 224
(2007/10/02)
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