- D3h-Symmetric Porphyrin-Based Rigid Macrocyclic Ligands for Multicofacial Multinuclear Complexes in a One-Nanometer-Sized Cavity
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The one-step synthesis of D3h-symmetric cyclic porphyrin trimers 1 composed of three 2,2′-[4,4′-bis(methoxycarbonyl)]bipyridyl moieties and three porphyrinatozinc moieties was achieved from a nickel-mediated reductive coupling of meso-5,15-bis(6-chloro-4-methoxycarbonylpyrid-2-yl)porphyrinatozinc. Although cyclic trimers 1 were obtained as a mixture that included other cyclic and acyclic porphyrin oligomers, an extremely specific separation was observed only for cyclic trimers 1 when using columns of silica gel modified with pyrenylethyl, cyanopropyl, and other groups. Structural analysis of cyclic trimers 1 was carried out by means of NMR spectroscopy and X-ray crystallography. Treatment of an η3-allylpalladium complex with a cyclic trimer gave a tris(palladium) complex containing three η3-allylpalladium groups inside the space, which indicated that the bipyridyl moieties inside the ring could work as bidentate metalloligands. Separation anxiety: Chromatography on a cyanopropyl-modified column supplied a cyclic porphyrin trimer efficiently from a mixture of acyclic and cyclic oligomers (see scheme; cod=1,5-cyclooctadiene, bpy=2,2′-bipyridyl). Treatment of an η3-allylpalladium complex with the cyclic trimer gives a tris(palladium) complex, which indicates that the cyclic trimer is a versatile macrocyclic ligand for multicofacial multimetallic complexes.
- Ohkoda, Yohei,Asaishi, Akane,Namiki, Tomoya,Hashimoto, Tomoaki,Yamada, Midori,Shirai, Koichiro,Katagami, Yuta,Sugaya, Tomoaki,Tadokoro, Makoto,Satake, Akiharu
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Read Online
- Synthesis and physico-chemical properties of homoleptic copper(I) complexes with asymmetric ligands as a dssc dye
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To develop low-cost and efficient dye-sensitized solar cells (DSSCs), we designed and prepared three homoleptic Cu(I) complexes with asymmetric ligands, M1, M2, and Y3, which have the advantages of heteroleptic-type complexes and compensate for their synthetic challenges. The three copper(I) complexes were characterized by elemental analysis, UV-vis absorption spectroscopy, and electrochemical measurements. Their absorption spectra and orbital energies were evaluated and are discussed in the context of TD-DFT calculations. The complexes have high VOC values (0.48, 0.60, and 0.66 V for M1, M2, and Y3, respectively) which are similar to previously reported copper(I) dyes with symmetric ligands, although their energy conversion efficiencies are relatively low (0.17, 0.64, and 2.66%, respectively).
- Hatano, Mayuka,Inomata, Tomohiko,Kawai, Yuya,Kitagawa, Takuma,Masuda, Hideki,Matsunaga, Ayaka,Ozawa, Tomohiro,Wasada-Tsutsui, Yuko
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supporting information
(2021/11/27)
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- AROMATIC COMPOUNDS AND METAL COMPLEXES THEREOF
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Provided are aromatic compounds and metal complexes thereof which may be useful treating various forms of proliferative diseases, such as cancer. In some instances, the metal complexes thereof are relatively stable, and may be suitable for oral administra
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Page/Page column 67
(2012/12/13)
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- Construction and functionalization of fused pyridine ring leading to novel compounds as potential antitubercular agents
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A series of fused and functionalized pyridine derivatives were designed, synthesized and tested for their potential antitubercular properties. All these novel compounds were prepared by using multistep methods involving the construction of pyridine ring as a key synthetic step. Some of these compounds were found to be interesting when tested for their antitubercular properties in vitro and one of them appeared as an attractive and potential antitubercular agent.
- Dulla, Balakrishna,Wan, Baojie,Franzblau, Scott G.,Kapavarapu, Ravikumar,Reiser, Oliver,Iqbal, Javed,Pal, Manojit
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p. 4629 - 4635
(2012/07/31)
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- 6,6′-Dimethyl-2,2′-bipyridine-4-ester: A pivotal synthon for building tethered bipyridine ligands
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We describe an efficient and scalable synthesis of 4-carbomethoxy-6,6′-dimethyl-2,2′-bipyridine starting from easily available substituted 2-halopyridines and based on the application of modified Negishi cross-coupling conditions. This compound is a versatile starting material for the synthesis of 4-functionalized 2,2′-bipyridines bearing halide, alcohol, amine, and other functionalities, suitable for conjugation to biological material (2a-c, 3a-g). The utility of this compound in the construction of more complex architectures was further demonstrated by the synthesis of two bifunctional lanthanide chelators; an open chain ligand based on one 2,2′-bipyridine unit and a cryptand based on three 2,2′-bipyridine units [N2(bpy)3COOMe]. In the field of luminophoric biolabels, the photophysical properties of the corresponding Eu(III) cryptate are reported.
- Havas, Fabien,Leygue, Nadine,Danel, Mathieu,Mestre, Béatrice,Galaup, Chantal,Picard, Claude
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experimental part
p. 7673 - 7686
(2009/12/06)
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- AZACYCLOALKANE DERIVATIVES AS INHIBITORS OF STEAROYL-COENZYME A DELTA-9 DESATURASE
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Azacycloalkane derivatives of structural formula (I) are selective inhibitors of stearoyl-coenzyme A delta-9 desaturase (SCD1) relative to other known stearoyl-coenzyme A desaturases. The compounds of the present invention are useful for the prevention and treatment of conditions related to abnormal lipid synthesis and metabolism, including cardiovascular disease, such as atherosclerosis; obesity; diabetes; neurological disease; metabolic syndrome; insulin resistance; and liver steatosis.
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Page/Page column 38; 39
(2008/12/05)
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- MGLUR5 MODULATORS II
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The present invention is directed to novel compounds, to a process for their preparation, their use in therapy and pharmaceutical compositions comprising the novel compounds.
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Page/Page column 19
(2008/06/13)
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- mGluR5 modulators III
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The present invention is directed to novel compounds, to a process for their preparation, their use in therapy and pharmaceutical compositions comprising the novel compounds.
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Page/Page column 13
(2008/06/13)
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- MGluR5 modulators IV
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The present invention is directed to novel compounds, to a process for their preparation, their use in therapy and pharmaceutical compositions comprising the novel compounds.
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Page/Page column 11
(2008/06/13)
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- A convenient synthesis of 6,6′-dimethyl-2,2′-bipyridine-4-ester and its application to the preparation of bifunctional lanthanide chelators
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We describe a convenient scalable synthesis of 4-carbomethoxy-6,6′-dimethyl-2,2′-bipyridine based on the application of modified Negishi cross-coupling conditions. The use of this building block in the preparation of a number of dissymmetrically 6,6′-tris
- Havas, Fabien,Danel, Mathieu,Galaup, Chantal,Tisnès, Pierre,Picard, Claude
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p. 999 - 1002
(2008/02/04)
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- Chemical compounds
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The invention relates to quinazoline derivatives of the formula: [wherein: Y1represents —O—, —S—, —CH2—, —SO—, —SO2—, —NR5CO—, —CONR6—, —SO2NR7—, —NR8SO2— or —NR9— (wherein R5, R6, R8and R9each independently represents hydrogen, alkyl or alkoxyalkyl); R1represents hydrogen, hydroxy, halogeno, nitro, trifluoromethyl, cyano, alkyl, alkoxy, alkylthio, amino or alkylamino. R2represents hydrogen, hydroxy, halogeno, alkyl, alkoxy, trifluoromethyl, cyano, amino or nitro; m is an integer from 1 to 5; R3represents hydroxy, halogeno, alkyl, alkoxy, alkanoyloxy, trifluoromethyl, cyano, amino or nitro; R4represents a group which is or which contains an optionally substituted pyridone, phenyl or aromatic heterocyclic group] and salts thereof; processes for their preparation and pharmaceutical compositions containing a compound of formula I or a pharmaceutically acceptable salt thereof as active ingredient. The compounds of formula I and the pharmaceutically acceptable salts thereof inhibit the effects of VEGF, a property of value in the treatment of a number of disease states including cancer and rheumatoid arthritis.
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- 2-methoxyimino-2-(pyridinyloxymethyl)phenyl acetamides with carboxylic acid derivatives on the pyridine ring
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The present invention provides novel 2-methoximino-2-(pyridinyloxymethyl)phenyl acetamide compounds with carboxylic acid substituents on the pyridine ring, their use as fungicidal compounds, and their use in fungicidal compositions comprising at least one of the 2-methoximino-2-(pyridinyloxymethyl)phenyl acetamide compounds as the active ingredient.
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