- Dinaphthosilole organic photoelectric functional material and synthesis method thereof
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The invention discloses a dinaphthosilole organic photoelectric functional material. The functional material is synthesized mainly through the following steps: synthesizing a zirconium heterocycle performing water-free and oxygen-free reaction on bis-substituted internal alkyne under the catalytic action of a metallocene zirconium complex; under the catalytic action of cuprous chloride, reacting with tetraiodo-benzene to generate diiodo-naphthalene; synthesizing a dinaphthalene under the lithiation action of n-butyllithium; and finally synthesizing the dinaphthosilole photoelectric material under the lithiation action of tert-butyllithium. In the synthesis process, the method for preparing the diiodo-naphthalene through coupling reaction of heterocyclopentadiene and polyarylated iodide is simple and high in yield; through the activation action of the n-butyllithium, the dinaphthalene can be synthesized from the bimolecular diiodo-naphthalene; and the metallocene zirconium complex is used as a homogeneous olefin polymerization catalyst, so that the catalytic activity and the olefin polymerization stereoselectivity are high. The synthesized dinaphthosilole is of great use in the fields of conductive high-polymer materials, liquid crystal materials and biological active substances.
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Paragraph 0023; 0024
(2017/05/30)
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- Aryne Insertion into I-I σ-Bonds
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A new protocol for the efficient synthesis of o-diiodoarenes has been developed. This method allows the synthesis of substituted and polycyclic o-diiodoarenes, which are difficult to obtain by classical methods. This diiodination process involves the formal insertion of arynes into the I-I σ-bond.
- Rodriguez-Lojo, Diego,Cobas, Agustin,Pena, Diego,Perez, Dolores,Guitian, Enrique
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supporting information; experimental part
p. 1363 - 1365
(2012/05/20)
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- Synthesis of capped tetrachelate porphyrins: Towards "insulation" of the chromophore on semiconductor surfaces
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A novel "capped" metal-free tetraphenylporphyrin 1, was synthesized and characterized. The cap was designed to "insulate" the chromophoric unit and prevent aggregation as well as undesired contacts on the semiconductor surface. The cap was made of a benze
- Lee, Chi-Hang,Chitre, Keyur,Galoppini, Elena
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experimental part
p. 1103 - 1110
(2011/09/30)
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- USE OF TETRAKIS-QUATERNARY AMMONIUM SALTS AS PAIN MODULATING AGENTS
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Provided are methods of modulating, treating, reversing and/or preventing pain using tetrakis quaternary ammonium compounds, especially regarding pain of central and/or peripheral origin and/or pain which is nociceptive, neuropathic, somatic, visceral, and/or inflammatory in nature.
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- USE OF A NOVEL ALPHA-7 nAChR ANTAGONIST TO SUPPRESS PATHOGENIC SIGNAL TRANSDUCTION IN CANCER AND AIDS
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This application provides a method for the use of select quaternary ammonium antagonists to alpha-7 nAChR for the treatment of cancer and HIV and AIDS.
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- TETRAKIS-QUATERNARY AMMONIUM SALTS AND METHODS FOR MODULATING NEURONAL NICOTINIC ACTEYLCHOLINE RECEPTORS
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Provided are tetrakis-quatemary ammonium compounds which are modulators of nicotinic acetylcholine receptors. Also provided are methods of using the compounds for modulating the function of a nicotinic acetylcholine receptor, and for the prevention and/or
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Page/Page column 9
(2009/06/27)
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- Tetrakis-azaaromatic quaternary ammonium salts: Novel subtype-selective antagonists at neuronal nicotinic receptors that mediate nicotine-evoked dopamine release
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A series of tetrakis-azaaromatic quaternary ammonium salts was synthesized to identify compounds with higher affinity and selectivity as antagonists at neuronal nicotinic receptor subtypes (nAChR) that mediate nicotine-evoked DA release. A high hit rate w
- Zhang, Zhenfa,Zheng, Guangrong,Pivavarchyk, Marharyta,Deaciuc, A.Gabriela,Dwoskin, Linda P.,Crooks, Peter A.
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scheme or table
p. 5753 - 5757
(2009/06/30)
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- Superactivity and dual reactivity of the system N-iodosuccinimide-H 2SO4 in the iodination of deactivated arenes
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Dissolution of N-iodosuccinimide in sulfuric acid gives rise to electrophilic iodine-containing species which are capable of successfully iodinating aromatic compounds with electron-withdrawing substituents in the temperature range from 0 to 20°C. The iodination in sulfuric acid is effected by both protonated N-iodosuccinimide and IOS(O)(OH+)OH intermediate.
- Chaikovskii,Filimonov,Skorokhodov,Ogorodnikov
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p. 1278 - 1281
(2008/03/27)
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- 1,3-Diiodo-5,5-dimethylhydantoin-An efficient reagent for iodination of aromatic compounds
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1,3-Diiodo-5,5-dimethylhydantoin in organic solvents successfully iodinates alkylbenzenes, aromatic amines, and phenyl ethers. The reactivity of electrophilic iodine is controlled by acidity of the medium. Superelectrophilic iodine generated upon dissolution of 1,3-diiodo-5,5-dimethylhydantoin in sulfuric acid readily reacts with electron-deficient arenes at 0 to 20°C with formation of the corresponding iodo derivatives in good yields. The structure of electrophilic iodine species generated from 1,3-diiodo-5,5- dimethylhydantoin in sulfuric acid is discussed.
- Chaikovskii,Filimonov,Funk,Skorokhodov,Ogorodnikov
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p. 1291 - 1296
(2008/03/27)
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- Oligofunctional amphiphiles featuring geometric core group preorganization: Synthesis and study of Langmuir and Langmuir-Blodgett films
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Based on the principle of supramolecular preorganization, a new type of oligofunctional amphiphile, of which compounds 1-4 are representative structures, has been designed and synthesized. The typical feature of their structure is a highly rigid and geometrically well-defined central unit composed of ethynylene substituted aromatic spacers with different numbers of amphiphilic segment groups (also of a rigid geometric design) attached to it. The molecules form well-defined Langmuir films when spread from a solution at the air/water interface or when a 10-4 M aqueous CaCl2 solution was used as the subphase. By analysis of the surface pressure-surface area (π-A) isotherms, information on the packing behavior and orientation of the amphiphilic molecules depending on the molecular structure could be obtained. Morphological characterization of the dynamic process of monolayer compression at the air/water interface was carried out by Brewster angle microscopy, illustrating several phase states visualized as snap shots. Thin monolayer films produced on a 10-4 M aqueous CaCl2 subphase can be transferred to a mica solid support by the Langmuir-Blodgett technique. Tapping mode atomic force microscopy reveals a surface topography of the monofilms composed of 1 and 3 that differ in roughness and also in the properties of elasticity, hardness and adhesive strength. X-Ray crystal structure analysis of three relevant intermediate compounds of the synthesis were successfully determined giving an indication of the potential structural features inherent in the new amphiphiles. The Royal Society of Chemistry 2005.
- Mueller, Petra U.,Weber, Edwin,Rheinwald, Gerd,Seichter, Wilhelm
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p. 3757 - 3766
(2007/10/03)
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- Sialoside clusters as potential ligands for siglecs (sialoadhesins)
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Clusters of O- and S-linked α-sialosides with valencies of two to four were constructed to serve as potential multivalent inhibitors towards sialoadhesins (siglecs). Thus, O- and S-prop-2-ynyl α-sialosides (3, 7), together with 4-iodophenyl sialoside 5 were prepared from acetochloroneuraminic acid derivative 1 using silver salicylate and propargyl alcohol for 3 and phase-transfer catalysis for 5 and 7, respectively. Oxidative acetylenic homocoupling of 3 and 7 under Glaser conditions (CuCl, O2) provided 1,3-diynes 8 and 9 in 83-86% yields. Palladium catalyzed cross-coupling of O-prop-2-ynyl sialoside 3 with 5 using Pd2(dba)3 and PPh3 gave nonsymmetrical dimer 10 (82%). Alternatively, symmetrical clusters were then prepared as above under Sonogashira cross-coupling conditions with 1,4-diiodobenzene (11), 1,3,5-triodobenzene (14), and finally 1,2,4,6-tetraiodobenzene (17) to provide both O- and S-linked dimers 12 (93%) and 13 (88%), trimers 15 (81%) and 16 (76%), while only O-linked tetramer 18 was prepared in 87% yield. Finally, treatment of the O-linked prop-2-ynyl sialoside 3 with Grubbs' metathesis catalyst Cl2Ru(PCy3)2=CHPh (19) gave, as expected, benzeneannulation regioisomeric trimers 20a, 20b in 68% yield.
- Gan, Zhonghong,Roy, Rene
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p. 908 - 916
(2007/10/03)
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- 2,4,6,8-tetraiodo-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione as a mild and convenient reagent for iodination of aromatic compounds
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2,4,6,8-Tetraiodo-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione (tetraiodoglycoluril) is a convenient reagent for preparative iodination of benzene, alkylbenzenes, polycyclic hydrocarbons, aromatic amines, and phenol ethers in organic solvents under mild conditions.
- Chaikovski,Filimonov,Yagovkin,Ogorodnikov
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p. 2411 - 2415
(2007/10/03)
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- 2,4,6,8-Tetraiodoglycoluril in sulfuric acid as a new powerful reagent for iodination of deactivated arenes
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Deactivated arenes are iodinated readily at 0°C by the action of 2,4,6,8-tetraiodoglycoluril in sulfuric acid to give the iodoarenes in generally good yields. (C) 2000 Elsevier Science Ltd.
- Chaikovski,Filimonov,Yagovkin,Kharlova
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p. 9101 - 9104
(2007/10/03)
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- Polyiodination on benzene at room temperature. A regioselective synthesis of derivatives
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Reaction of IPy2BF4 with benzene and CF3SO3H in CH2Cl2 gives regioselectively polyiodinated compounds at room temperature, providing a definitely easy synthetic entry to those rarely accessible benzene derivatives.
- Barluenga,Gonzalez,Garcia-Martin,Campos
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p. 3893 - 3896
(2007/10/02)
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- Direct Polyiodination of Benzenesulfonic Acid
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Direct aromatic polyiodination of benzenesulfonic acid (using I2 and H5IO6 in H2SO4 at room temperature) was performed to test the possible intermediacy of C6H5SO3H in the corresponding direct polyiodination of benzene to C6H2I4.The major product from C6H5SO3H was 3,4,5-triiodobenzenesulfonic acid (4).In contrast, no 4 was formed in the C6H6 reaction, showing that no significant sulfonation of C6H6 to C6H5SO3H occurred during benzene iodination.Compound 4 itself was shown to be inert under the reaction conditions.A pathway is proposed from C6H5SO3H to the other reaction products (C6I6, C6I5H, two C6I4H2 isomers, and 3,4,5-triiodophenol), which therefore avoids the intermediacy of 4.
- Mattern, Daniell Lewis,Chen, Xinhua
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p. 5903 - 5907
(2007/10/02)
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- Direct Aromatic Periodination
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Periodic acid and iodine in concentrated sulfuric acid exhaustively iodinated unactivated aromatic substrates.Thus benzene, nitrobenzene, benzoic acid, chlorobenzene, phthalic anhydride, and toluene were all converted to their periodo derivatives.Benzonitrile was converted to pentaiodobenzamide.This direct method compared favorably with the only general periodination procedure available, a mercuration/iododemercuration sequence.Partially iodinated products were obtained under less vigorous conditions.Thus, triiodo derivatives were obtained from nitrobenzene, benzo-ic acid, and toluene; tetraiodo derivatives were obtained from benzene, chlorobenzene, and trifluorobenzene.
- Mattern, Daniell Lewis
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p. 3051 - 3053
(2007/10/02)
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