- Incorporation of Palladium Catalyst Inside Cross-Linked Chitosan Hybrid Nanofibers for the Sonogashira Reaction
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Abstract: Nanofibers are attractive supporting matrices for catalytically active metallic catalysts. Herein, palladium species were successfully incorporated into the modified chitosan/poly(ethylene oxide)/maleic acid nanofibers by electrospinning. Then,
- Zhong, S.
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- Facile one-pot synthesis of diarylacetylenes from arylaldehydes: Via an addition-double elimination process
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A practical one-pot protocol has been developed to synthesize diarylacetylenes from arylaldehydes by treatment with 1-(arylmethyl)benzotriazoles and LiN(SiMe3)2. The reaction proceeded through imine formation, Mannich-type addition and double elimination to deliver products in up to 99% yields with broad substrate scope. In addition, gram-scale synthesis of 1-bromo-4-(phenylethynyl)benzene has been demonstrated.
- Chen, Jianyang,Zhang, Xuan,Wu, Jiajun,Wang, Rui,Lei, Chunlin,An, Yanan
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p. 4701 - 4705
(2021/06/11)
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- Simple and efficient diaryl alkyne synthesis method
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The embodiment of the invention discloses a simple and efficient diaryl alkyne synthesis method. The method comprises the steps of by taking arylmethylbenzotriazole and aromatic aldehyde as raw materials, carrying out addition and double-beta-elimination reaction under the action of bis (trimethylsilyl) amino salt MN (SiMe3) 2 to synthesize diaryl alkyne by a one-pot method. The raw materials and chemical reagents used in the method are easy to obtain, the reaction conditions are mild, the operation is simple, the substrate universality is good, the product yield is high, and the method is a simple and efficient diaryl alkyne synthesis method.
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Paragraph 0026; 0029-0031
(2021/04/14)
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- Alumina-Mediated π-Activation of Alkynes
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The ability to induce powerful atom-economic transformation of alkynes is the key feature of carbophilic π-Lewis acids such as gold- and platinum-based catalysts. The unique catalytic activity of these compounds in electrophilic activations of alkynes is explained through relativistic effects, enabling efficient orbital overlapping with π-systems. For this reason, it is believed that noble metals are indispensable components in the catalysis of such reactions. In this study, we report that thermally activated γ-Al2O3activates enynes, diynes, and arene-ynes in a manner enabling reactions that were typically assigned to the softest π-Lewis acids, while some were known to be triggered exclusively by gold catalysts. We demonstrate the scope of these transformations and suggest a qualitative explanation of this phenomenon based on the Dewar-Chatt-Duncanson model confirmed by density functional theory calculations.
- Akhmetov, Vladimir,Amsharov, Konstantin,Feofanov, Mikhail,Sharapa, Dmitry I.
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supporting information
p. 15420 - 15426
(2021/09/30)
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- Diaryl acetylene compound containing methylene quinone as well as preparation method and application of diaryl acetylene compound
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The invention discloses a diaryl acetylene compound containing methylene quinone as well as a preparation method and application thereof, and belongs to the technical field of pharmacy and chemical industry. The structural formula of the diarylacetylene c
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Paragraph 0011; 0017; 0040-0042; 0061-0063
(2021/06/09)
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- Metal-Free Aminoiodination of Alkynes Under Visible Light Irradiation for the Construction of a Nitrogen-Containing Eight-Membered Ring System
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A method for the synthesis of dihydrodibenzo[c,e]azocine derivatives via a regioselective intramolecular aminoiodination of alkynes under visible light irradiation has been developed. This protocol uses a combination of iodine and hypervalent iodine to re
- Kanyiva, Kyalo Stephen,Marina, Tane,Nishibe, Shun,Shibata, Takanori
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supporting information
p. 2746 - 2751
(2021/04/05)
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- Gold-Catalyzed Cascade and Divergent Synthesis of Indolobenzazepines and Indoloquinolines from Nitrogen-Tethered 1,8-Diynes
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We describe the divergent construction of two nitrogen-containing polycyclic systems by gold-catalyzed cycloisomerizations. The gold-catalyzed cascade hydroamination and 7-endo-dig-selective cycloisomerization of nitrogen-tethered 1,8-diynes yielded indol
- Ito, Mamoru,Onoda, Hideaki,Shibata, Takanori,Takaki, Asahi
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supporting information
(2022/01/22)
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- Sequential Addition of Amines to Nitrile and Carbon-Carbon Multiple Bond: A Route to 7-Amino-5 H-dibenzo[ c,e]azepines
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A rare earth metal-catalyzed sequential inter- and intramolecular C-N bond formation of 2-nitrile-2′-alkenyl(alkynyl)biphenyls with amines has been developed, which provides a straightforward and efficient access to a range of new functional dibenzo[c,e]azepines. This represents the first examples of direct construction of seven-membered azaheterocycle from unsaturated nitriles and amines. Such transformations have the advantages of avoiding the use of additives, easily available starting materials, step- and high atom-economy, mild reaction conditions, and high selectivity.
- Hu, Kun,Liu, Ruiting,Zhou, Xigeng
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supporting information
p. 6946 - 6950
(2021/09/11)
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- 2 -amino dibenzo [c, e] azepine compound and synthesis method thereof
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The invention belongs to the technical field of organic chemistry, and particularly relates 2 - amine dibenzo [!c, eAzepine compound and a method for synthesizing the same. The method comprises the following steps: in an organic solvent in an inert gas atmosphere and a rare earth catalyst, continuous addition/cyclization reaction of 2 -nitrile -6 - alkynyl biphenyl with an amine to obtain 2 -aminobenzo [!c, eAzepine compound. A core structural unit - of the compound of the present invention is dibenzo [!c, eAzepine is widely found in the synthesis of biologically active molecules and natural products. The synthesis method is novel, has the advantages of mild reaction conditions, easily available raw materials, no need of any additives and additional ligands, no side reaction, high atom economy, simple operation, high product yield and the like.
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Page/Page column 11
(2021/09/15)
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- Palladium-Catalyzed Synthesis of Benzophenanthrosilines by C?H/C?H Coupling through 1,4-Palladium Migration/Alkene Stereoisomerization
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A new and efficient synthesis of 8H-benzo[e]phenanthro[1,10-bc]silines from 2-((2-(arylethynyl)aryl)silyl)aryl triflates under palladium catalysis has been developed. The reaction mechanism was experimentally investigated and a catalytic cycle involving C
- Choi, Seung-Min,Kawakami, Yuka,Shintani, Ryo,Tsuda, Tomohiro
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supporting information
p. 8057 - 8061
(2020/03/19)
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- Synthesis of Cycloheptatrienes, Oxepines, Thiepines, and Silepines: A Comparison between Br?nsted Acid and Au-Catalysis
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The cyclization of 1-(benzyl-, oxyaryl-, thioaryl-, and silaaryl)-2-ethynylbenzenes under Br?nsted acid- and Au(I)-catalysis is described. Br?nsted acid catalysis favors without exception the formation of the products derived from the regioselective proto
- Alcarazo, Manuel,Golz, Christopher,Sprenger, Kristin
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supporting information
p. 6245 - 6254
(2020/10/02)
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- Trithiocarbonate Anion as a Sulfur Source for the Synthesis of 2,5-Disubstituted Thiophenes and 2-Substituted Benzo[ b]thiophenes
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The trithiocarbonate anion (CS32-) was generated in situ from CS2 and KOH in dimethyl sulfoxide by a simple method and used as a novel synthetic equivalent of the S2- synthon for the synthesis of 2,5-disubstituted thiophenes from 1,3-butadiynes. Additionally, this system was employed for the metal-free synthesis of 2-substituted benzo[b]thiophenes from 2-haloalkynyl (hetero)arenes. These compounds were obtained from a cheap and readily available sulfur source in moderate to good yields, with good functional group tolerance.
- Paix?o, Douglas B.,Rampon, Daniel S.,Salles, Helena D.,Soares, Eduardo G. O.,Bilheri, Filipe N.,Schneider, Paulo H.
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supporting information
p. 12922 - 12934
(2020/11/26)
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- Concise synthesis of phospholene and its P-stereogenic derivatives
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A simple method to build phospholene derivatives has been achieved in a one-pot reaction with readily available o-alkynylaryl bromides and alkylphosphine oxides. This method is also applicable to synthesize P-stereogenic phospholenes, and the resulting chiral phosphine was utilized as a ligand for coordination chemistry.
- Duan, Zheng,Hu, Wei,Li, Er-Qing,Mathey, Fran?ois
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p. 14772 - 14778
(2020/12/29)
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- Pyrene derivatives having substituted groups and organic light-emitting diode including the same
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The present invention relates to a novel compound and an organic electroluminescent device comprising the same as luminous substances, and more specifically, to a novel compound represented by formula A or formula B and an organic electroluminescent device comprising the same.
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Paragraph 0206-0214
(2020/04/21)
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- Organic electronic material based on phenanthrene and cyanobenzene, and application thereof
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The invention provides an organic electronic material based on phenanthrene and cyanobenzene, and application thereof, belonging to the technical field of organic electroluminescence. According to theinvention, a cyano group, a triazinyl group and other groups are introduced, so the electronegativity of the material is enhanced, the electron transport performance of the material is improved, andthe thermal stability of the material is enhanced. The organic electron transport material provided by the invention is high in luminous efficiency and high in luminous purity. An organic electroluminescent device prepared from the organic electroluminescent compound has the advantages that driving voltage can be reduced, light-emitting efficiency is improved, color purity is excellent, and the service life of the device is prolonged.
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Paragraph 0045; 0047-0049
(2020/06/09)
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- Organic electronic material containing nitrogen atom heterocyclic ring as well as preparation method and application thereof
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The invention provides an organic electronic material containing a nitrogen atom heterocyclic ring as well as a preparation method and application thereof, which relate to the technical field of organic electroluminescence. Heterocyclic rings containing nitrogen atoms such as pyridine, triazine or pyrimidine are introduced into the main structure of phenanthrene, so that the electronegativity of the material is enhanced, the electron transport performance of the compound is improved, and the thermal stability of the compound is improved. The organic electron transport material provided by theinvention has good thermal stability, high luminous efficiency and high luminous purity. The organic light emitting device prepared from the organic electronic material has the effects of reducing thedriving voltage, improving the light emitting efficiency, being excellent in color purity and prolonging the service life of the device.
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Paragraph 0058-0063
(2020/06/17)
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- Remote sp2C-H Carboxylation via Catalytic 1,4-Ni Migration with CO2
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A remote catalytic reductive sp2 C-H carboxylation of arenes with CO2 (1 bar) via 1,4-Ni migration is disclosed. This protocol constitutes the first catalytic 1,4-Ni migration reported to date, thus offering new vistas in the Ni-catalyzed reductive coupling arena while providing an unconventional new platform for incorporating electrophilic sites at remote sp2 C-H linkages.
- B?rjesson, Marino,Duan, Yaya,Janssen-Müller, Daniel,Martin, Ruben,Sahoo, Basudev,Wang, Xueqiang
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supporting information
p. 16234 - 16239
(2020/10/09)
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- Encapsulating palladium nanoparticles inside ethylenediamine functionalized and crosslinked chlorinated poly(vinyl chloride) nanofibers as an efficient and stable heterogeneous catalyst for coupling reactions
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Palladium chloride and chlorinated poly (vinyl chloride) (CPVC) mixture were prepared into homogeneous solution, followed by electrospinning to make uniform nanofibers with average diameter of ~460 nm. Then, these composite nanofibers were treated in ethy
- Du, Yijun,Qi, Chenze,Qin, Min,Shao, Linjun,Tao, Hongyu,Wang, Qingqing
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- Synthesis and Photophysical Properties of Naphtho[b]- and Indeno[b]-fused BODIPYs
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A new synthetic method to construct [b]-fused BODIPY derivatives through PtCl2-catalyzed cycloisomerization reaction of peripherally phenylacetylene substituted BODIPYs is reported. Electron donating methoxy group facilitate both the 6-endo and
- Chen, Lei,Wu, Baogeng,Yuan, Aihua,Zhou, Zhikuan
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- Selective Synthesis of Phenanthrenes and Dihydrophenanthrenes via Gold-Catalyzed Cycloisomerization of Biphenyl Embedded Trienynes
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Readily available o′-alkenyl-o-alkynylbiaryls, a particular type of 1,7-enynes, undergo a selective cycloisomerization reaction in the presence of a gold(I) catalyst to give interesting phenanthrene and dihydrophenanthrene derivatives in high yields. The solvent used provokes a switch in the evolution of the gold intermediate and plays a key role in the reaction outcome.
- Milián, Ana,Garciá-Garciá, Patricia,Pérez-Redondo, Adrián,Sanz, Roberto,Vaquero, Juan J.,Fernández-Rodríguez, Manuel A.
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supporting information
p. 8464 - 8469
(2020/11/02)
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- Controlling the Selectivity Patterns of Au-Catalyzed Cyclization-Migration Reactions
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As little as 2 mol % of (XPhos)AuNTf2 catalyzes the transformation of a broad range of o-acetylene-substituted styrenes into 1,2-dihydronaphthalenes. Our data suggests that this transformation occurs via a gold-stabilized cyclopropyl carbinyl cation, which triggers either a [1,2] carboxylate shift or a less favorable [1,2] aryl shift. The relative rates of these migrations can be controlled by the identity of the ligand or by stabilizing the mesomeric cation.
- Chen, Mo,Su, Naijing,Deng, Tianning,Wink, Donald J.,Zhao, Yingwei,Driver, Tom G.
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supporting information
p. 1555 - 1558
(2019/03/20)
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- Dibenzochrysene derivative compounds and organic light-emitting diode including the same
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PURPOSE: A dibenzochrysene derivative compound is provided to have excellent driving voltage, current efficiency, etc, thereby capable of improving driving voltage of a device and luminous efficiency. CONSTITUTION: A dibenzochrysene derivative compound is represented by chemical formula 1. An organic electroluminescence device comprises an anode, a cathode, and the dibenzochrysene derivative compound between the anode and the cathode. The dibenzochrysene derivative compound is comprised in a light-emitting layer between the anode and the cathode. One or more layer consisting of a hole injection layer, a hole transport layer, an electron block layer, a hole block layer, an electron transport layer, an electron injection layer is comprised between the anode and the cathode.
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Paragraph 0384-0390
(2019/07/25)
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- Pyrene derivatives having substituted groups and organic light-emitting diode including the same
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The present invention relates to a novel compound and an organic electroluminescent device including the same as luminous substances, and more specifically, to a novel compound represented by formula A or formula B and an organic electroluminescent device
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Paragraph 0207-0215
(2019/07/25)
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- Pyrene derivative compounds and organic light-emitting diode including the same
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PURPOSE: A pyrene derivative compound is provided to provide an organic electroluminescence device operable at low voltage and having improved luminous efficiency by having stable and excellent luminous properties. CONSTITUTION: A pyrene derivative compound is represented by chemical formula 1-5. An organic electroluminescence device comprises an anode, a cathode, an electroluminescent layer comprising the compound and inserted between the anode and the cathode. Between the anode and the cathode, one or more layers selected from a hole injection layer, a hole transport layer, an electron block layer, a hole block layer, an electron transport layer and an electron injection layer. The one or more layers are formed by a monomer evaporation method of a solution process.
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Paragraph 0122-0128
(2019/08/30)
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- Pyrene derivatives having substituted cyclic amine groups and organic light-emitting diode including the same
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The present invention relates to a novel compound and an organic electroluminescent device comprising the same as luminous substances, and more specifically, to a novel compound represented by formula A or formula B and an organic electroluminescent device comprising the same.
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Paragraph 0217; 0218; 0220-0225
(2019/08/30)
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- New compounds and organic light-emitting diode including the same
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PURPOSE: A fused aryl compound is provided to be stable and to have excellent luminous efficiency, thereby capable of providing an organic electroluminescence device with excellent driving voltage, external quantum efficiency, color purity and life time performance. CONSTITUTION: A fused aryl compound is represented by chemical formula 1. In chemical formula 1, each of R is selected from hydrogen, deuterium, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C7-30, substituted or unsubstituted C3-30 cycloalkyl, substituted or unsubstituted C5-30 cycloalkenyl, substituted or unsubstituted C1-30 alkoxy, substituted or unsubstituted C6-30 aryloxy, substituted or unsubstituted C1-30 alkylthioxy, substituted or unsubstituted C5-30 arylthioxy, substituted or unsubstituted C1-30 alkylamine, substituted or unsubstituted C5-30 arylamine, substituted or unsubstituted C5-50 aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted silicon, substituted or unsubstituted boron, substituted or unsubstituted silane, carbonyl, phosphoryl, amino, nitrile, hydroxy, nitro, halogen, amide, and ester.
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Paragraph 0121-0128
(2019/08/30)
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- Benzo[b]tellurophenes as a potential histone H3 lysine 9 demethylase (KDM4) inhibitor
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Gene expression and tumor growth can be regulated by methylation levels of lysine residues on histones, which are controlled by histone lysine demethylases (KDMs). Series of benzo[b]tellurophene and benzo[b]selenophene compounds were designed and synthesi
- Choi, Yong-Sung,Jeong, Jin-Hyun,Kim, Yoon-Jung,Kwon, So Hee,Lee, Dong Hoon
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- New compounds and organic light-emitting diode including the same
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PURPOSE: A compound is provided to improve driving voltage and luminous efficiency of an organic electroluminescence device by having excellent light-emitting performance. CONSTITUTION: A compound is represented by chemical formula 1. An organic electroluminescence device comprises an anode, a cathode, and an electroluminescent layer comprising the compound and inserted between the anode and the cathode. The organic electroluminescence device additionally comprises one or more layers selected form a hole injection layer, a hole transport layer, an electro block layer, a hole block layer, an electron transport layer and an electron injection layer. The one or more layers are formed by a monomer deposition method or solution process.
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Paragraph 0595-0598
(2019/05/25)
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- Synthesis of divergent benzo[b]fluorenones through cycloaromatization reactions of 1,5-enynols and 1,5-diynols
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A facile and efficient synthesis of divergent benzo[b]fluorenones is described through the use of dichlorobenzoquinone-promoted oxidative cycloaromatization reactions of acyclic 1,5-enynols and 1,5-diynols. The success of these cascade reactions depends on the chemoselectivity of the initial Meyer-Schuster rearrangement to produce allenol intermediate, which is followed by regioselective Schmittel cyclization and the subsequent Friedal-Crafts alkylation or radical attack at the terminal Ar moiety. Only an oxidant and a solvent were required in the reaction, thus delivering a small library of the expected polycarbocyclic products with excellent functional group tolerance under metal-free conditions. The absorption and photoluminescence properties of the selected benzo[b] fluorenones were also investigated. The results indicated that the compound (2h) which contained an electron-donating 4-OMe group at the phenyl moiety displayed deep green color emission (491 nm).
- Yan, Bingyu,Fu, Yang,Zhu, Hui,Chen, Zhiyuan
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p. 4246 - 4262
(2019/03/26)
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- Enantioselective Folding of Enynes by Gold(I) Catalysts with a Remote C2-Chiral Element
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Chiral gold(I) catalysts have been designed based on a modified JohnPhos ligand with a distal C2-2,5-diarylpyrrolidine that creates a tight binding cavity. The C2-chiral element is close to where the C-C bond formation takes place in cyclizations of 1,6-enynes. These chiral mononuclear catalysts have been applied for the enantioselective 5-exo-dig and 6-endo-dig cyclization of different 1,6-enynes as well as in the first enantioselective total synthesis of three members of the carexane family of natural products. Opposite enantioselectivities have been achieved in seemingly analogous reactions of 1,6-enynes, which result from different chiral folding of the substrates based on attractive aryl-aryl interactions.
- Zuccarello, Giuseppe,Mayans, Joan G.,Escofet, Imma,Scharnagel, Dagmar,Kirillova, Mariia S.,Pérez-Jimeno, Alba H.,Calleja, Pilar,Boothe, Jordan R.,Echavarren, Antonio M.
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supporting information
p. 11858 - 11863
(2019/08/20)
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- Domino Palladium-Catalyzed Double Norbornene Insertion/Annulation Reaction: Expeditious Synthesis of Overcrowded Tetrasubstituted Olefins
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A Pd-catalyzed domino process involving a double norbornene insertion/annulation reaction was developed for the expeditious synthesis of overcrowded olefins. In this one-pot reaction, four new C-C bond formations were achieved by three consecutive Heck ca
- Naveen, Kanagaraj,Perumal, Paramasivan Thirumalai,Cho, Deug-Hee
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supporting information
p. 4350 - 4354
(2019/06/14)
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- Gold-catalyzed cycloisomerization of pyridine-bridged 1,8-diynes: An expedient access to luminescent cycl[3.2.2]azines
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Gold-catalyzed diyne cycloisomerizations involving carbene/alkyne metathesis have been the focal point of attention for the past few years as it offers great potential to build complex polycyclic architectures. However, the design of novel cycloisomerizations has been mostly limited to 1,5/1,6-diynes and has remained very challenging to apply for higher 1,n-diynes. Herein, we disclose an unprecedented cycloisomerization of pyridine-bridged 1,8-diynes involving carbene/alkyne metathesis to access luminescent cycl[3.2.2]azines.
- Chintawar, Chetan C.,Mane, Manoj V.,Tathe, Akash G.,Biswas, Suprakash,Patil, Nitin T.
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supporting information
p. 7109 - 7113
(2019/09/30)
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- Substituted benzimidazoles as modulators of Ras signaling
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Benzimidazole compounds that increase the rate of SOS-mediated nucleotide exchange on Ras by binding to a functionally relevant, chemically tractable pocket on the SOS protein, as part of the Ras:SOS:Ras complex.
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Page/Page column 191-192
(2019/12/25)
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- Arylation of Terminal Alkynes by Aryl Iodides Catalyzed by a Parts-per-Million Loading of Palladium Acetate
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Arylation of terminal alkynes (16 varieties) by aryl iodides (28 varieties) was achieved with a mol ppm loading level of palladium catalyst, where a variety of functional groups including heteroarenes were tolerated. Thus, the arylations were carried out in the presence of palladium acetate at ppm loadings and potassium carbonate in ethanol at 80 °C to give the corresponding internal alkynes in good to excellent yields. Synthesis of 2-phenyl-3-(phenylalkynyl)benzofuran was achieved by iterative use of the alkyne arylation under mol ppm catalytic conditions. Reaction-rate analysis, transmission electron microscopic (TEM) examination of the reaction mixture, and mercury-amalgamation test were performed to gain insight into the active species of the highly active ppm catalytic species. TEM examination of the reaction mixture revealed that palladium nanoparticles were generated in situ under the reaction conditions, and their cluster size was variable during the catalytic reaction. A variation in size of palladium particles suggested that the composition-decomposition process of Pd aggregates should take place in situ via monomeric palladium(0) species and/or fine palladium(0) clusters, which might be real catalytic species in this reaction.
- Hamasaka, Go,Roy, David,Tazawa, Aya,Uozumi, Yasuhiro
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p. 11640 - 11646
(2019/12/02)
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- Synthesis of Naphthalenyl Triflates via the Cationic Annulation of Benzodiynes with Triflic Acid
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A highly efficient and regioselective annulation of benzodiynes promoted by triflic acid has been developed. This protocol provides a step and atom-economic access to a series of naphthalenyl triflates. Furthermore, direct synthetic applications of this r
- Ge, Chenxin,Wang, Guohua,Wu, Panpan,Chen, Chao
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supporting information
p. 5010 - 5014
(2019/07/08)
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- New compounds and organic light-emitting diode including the same
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The present invention refers to novel compounds and luminescence material including organic light emitting diode relates to search, specifically to novel compounds represented by [formula 1] and including organic light emitting diode to be characterized, including organic electroluminescence light emitting compound for the present invention according to driving voltage [formula 1], current efficiency Eu effect like that excels flow tides. [Formula 1] (by machine translation)
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Paragraph 0192; 0193; 0196; 0198
(2019/01/05)
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- Construction of Six-Membered Silacyclic Skeletons via Platinum-Catalyzed Tandem Hydrosilylation/Cyclization with Dihydrosilanes
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Catalytic silicon-carbon or silicon-heteroatom bond-forming hydrosilylation has become increasingly important in synthetic chemistry, catalysis and organosilicon chemistry. Herein we report a platinum-catalyzed one-pot and tandem hydrosilylation/cyclization of OH-containing alkynes with dihydrosilanes, allowing for facile synthesis of six-membered organosilicon compounds, including silyloxycycles and cyclic siloxanes in high yields and with good stereoselectivities. (Figure presented.).
- Long, Peng-Wei,Bai, Xing-Feng,Ye, Fei,Li, Li,Xu, Zheng,Yang, Ke-Fang,Cui, Yu-Ming,Zheng, Zhan-Jiang,Xu, Li-Wen
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supporting information
p. 2825 - 2830
(2018/08/17)
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- A new class of N-doped ionic PAHs: Via intramolecular [4+2]-cycloaddition between arylpyridines and alkynes
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Reported herein, for the first time, is a copper-promoted intramolecular [4+2]-cycloaddition cascade to access ionic N-doped polycyclic aromatic hydrocarbons (PAHs) with tunable emission wavelengths. It is shown that the reaction can be made catalytic with respect to Cu(OTf)2 when an external oxidant, Selectfluor, was used.
- Mule, Ravindra D.,Shaikh, Aslam C.,Gade, Amol B.,Patil, Nitin T.
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supporting information
p. 11909 - 11912
(2018/11/10)
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- PYRIDINIUM OXAZOLE DYAD SCAFFOLD AND A PROCESS FOR PREPARATION THEREOF
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The present invention relates to a pyridinium oxazole dyad scaffold of formula (I) and a process for the preparation thereof. The present invention further discloses a pyridine compound of formula (II) which is used for the preparation of formula (I) and
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Page/Page column 11-12
(2018/05/16)
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- ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. The organic electroluminescent compound of the present disclosure can provide an organic electroluminescent device havin
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Paragraph 60-61; 64-65
(2018/05/24)
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- ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound of the present disclosure, an organic electroluminescent device ha
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Paragraph 187; 188; 191; 192
(2018/08/26)
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- Sonogashira-type cross-coupling reactions catalyzed by copper complexes of pincer N-heterocyclic carbenes
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Copper complexes of N-heterocyclic carbenes (NHC) have recently received great attention in catalysis, however, the application scope has been limited to neutral complexes bearing monodentate ligands. Herein, we report the synthesis and full characterization of a cationic Cu-pincer bis(NHC) complex with bulky tert-butyl wingtips that serves as catalyst for the coupling of aryl iodides and phenylacetylene, alongside its analogs with small alkyl substituents. Unlike other copper catalysts that require an inert atmosphere to prevent alkyne homocoupling, a competing side reaction to Sonogashira reaction, the Cu-pincer bis(NHC) complexes provide good to excellent cross-coupling yields in air. Interestingly, the reaction under argon affords substantially reduced cross-coupling, indicative of the oxygen involvement and its facilitating effect in the mechanism. In our controlled studies, the air-assisted cross-coupling reaction came to a complete stop when using a radical trap, suggesting the presence of a radical in the mechanism. Examining the reaction of Cu-pincer bis(NHC) complexes with oxygen via UV–vis spectroscopy reveals a dark green chromophore formation at ?40 °C with strong absorbance (ε > 400 M?1cm?1) at 460 nm and 500 nm, likely due to a high-valent copper-oxygen adduct.
- Domyati, Doaa,Latifi, Reza,Tahsini, Laleh
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supporting information
p. 98 - 105
(2018/03/06)
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- Intramolecular anti-Phosphinoauration of Alkynes: An FLP-Motivated Approach to Stable Aurated Phosphindolium Complexes
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The synthesis of aurated phosphindolium complexes from easy accessible 1,5-alkynylphosphine derivatives has been studied by using gold(I) complexes featuring carbene and phosphine ligands as initiators. Upon formation of the mixed phosphine NHC/phosphine
- Arndt, Sebastian,Hansmann, Max M.,Motloch, Petr,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.
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supporting information
p. 2542 - 2547
(2017/03/06)
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- Green synthesis of halogenated thiophenes, selenophenes and benzo[b]selenophenes using sodium halides as a source of electrophilic halogens
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Herein, we report the first synthesis of chlorinated benzo[b]selenophenes via environmentally friendly electrophilic chlorocyclization reaction using “table salt” as a source of “electrophilic chlorine” and ethanol as a solvent. In addition, the synthesis
- Kesharwani, Tanay,Giraudy, Krystal A.,Morgan, Jordan L.,Kornman, Cory,Olaitan, Abayomi D.
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p. 638 - 641
(2017/01/25)
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- Au-catalyzed biaryl coupling to generate 5- to 9-membered rings: Turnover-limiting reductive elimination versus π-complexation
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The intramolecular gold-catalyzed arylation of arenes by aryl-trimethylsilanes has been investigated from both mechanistic and preparative aspects. The reaction generates 5- to 9-membered rings, and of the 44 examples studied, 10 include a heteroatom (N, O). Tethering of the arene to the arylsilane provides not only a tool to probe the impact of the conformational flexibility of Ar-Au-Ar intermediates, via systematic modulation of the length of aryl-aryl linkage, but also the ability to arylate neutral and electron-poor arenes-substrates that do not react at all in the intermolecular process. Rendering the arylation intramolecular also results in phenomenologically simpler reaction kinetics, and overall these features have facilitated a detailed study of linear free energy relationships, kinetic isotope effects, and the first quantitative experimental data on the effects of aryl electron demand and conformational freedom on the rate of reductive elimination from diaryl-gold(III) species. The turnover-limiting step for the formation of a series of fluorene derivatives is sensitive to the reactivity of the arene and changes from reductive elimination to π-complexation for arenes bearing strongly electron-withdrawing substituents (σ > 0.43). Reductive elimination is accelerated by electron-donating substituents (ρ = -2.0) on one or both rings, with the individual σ-values being additive in nature. Longer and more flexible tethers between the two aryl rings result in faster reductive elimination from Ar-Au(X)-Ar and lead to the π-complexation of the arene by Ar-AuX2 becoming the turnover-limiting step.
- Corrie, Tom J. A.,Ball, Liam T.,Russell, Christopher A.,Lloyd-Jones, Guy C.
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supporting information
p. 245 - 254
(2017/05/29)
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- Au-Catalyzed Biaryl Coupling to Generate 5- To 9-Membered Rings: Turnover-Limiting Reductive Elimination versus ?-Complexation
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The intramolecular gold-catalyzed arylation of arenes by aryl-trimethylsilanes has been investigated from both mechanistic and preparative aspects. The reaction generates 5- to 9-membered rings, and of the 44 examples studied, 10 include a heteroatom (N, O). Tethering of the arene to the arylsilane provides not only a tool to probe the impact of the conformational flexibility of Ar-Au-Ar intermediates, via systematic modulation of the length of aryl-aryl linkage, but also the ability to arylate neutral and electron-poor arenes - substrates that do not react at all in the intermolecular process. Rendering the arylation intramolecular also results in phenomenologically simpler reaction kinetics, and overall these features have facilitated a detailed study of linear free energy relationships, kinetic isotope effects, and the first quantitative experimental data on the effects of aryl electron demand and conformational freedom on the rate of reductive elimination from diaryl-gold(III) species. The turnover-limiting step for the formation of a series of fluorene derivatives is sensitive to the reactivity of the arene and changes from reductive elimination to ?-complexation for arenes bearing strongly electron-withdrawing substituents (σ > 0.43). Reductive elimination is accelerated by electron-donating substituents (ρ = -2.0) on one or both rings, with the individual σ-values being additive in nature. Longer and more flexible tethers between the two aryl rings result in faster reductive elimination from Ar-Au(X)-Ar and lead to the ?-complexation of the arene by Ar-AuX2 becoming the turnover-limiting step.
- Ball, Liam T.,Corrie, Tom J. A.,Lloyd-Jones, Guy C.,Russell, Christopher A.
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supporting information
p. 245 - 254
(2021/09/04)
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- Oxidative Intramolecular 1,2-Amino-Oxygenation of Alkynes under AuI/AuIIICatalysis: Discovery of a Pyridinium-Oxazole Dyad as an Ionic Fluorophore
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Oxidative intramolecular 1,2-amino-oxygenation reactions, combining gold(I)/gold(III) catalysis, is reported. The reaction provides efficient access to a structurally unique ionic pyridinium-oxazole dyad with tunable emission wavelengths. The application of these fluorophores as potential biomarkers has been investigated.
- Shaikh, Aslam C.,Ranade, Dnyanesh S.,Rajamohanan, Pattuparambil R.,Kulkarni, Prasad P.,Patil, Nitin T.
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supporting information
p. 757 - 761
(2017/01/14)
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- Benzene, anthracene andsai derivatives organic photoelectric material and its synthetic method (by machine translation)
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The invention discloses a benzene, anthracene andsai derivatives organic photoelectric material, the use of metal luxuriant zirconium class complex and butyl lithium to olefin polymerization catalysis, through oxygen free reaction for synthesis of phenyl
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Paragraph 0022-0024
(2017/08/28)
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- HETEROCYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
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A heterocyclic compound represented by Formula 1 below, and an organic light-emitting device including the heterocyclic compound: whrerein X1 and R1 to R10 are defined as in the specification.
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Paragraph 0144; 0145; 0146
(2018/05/03)
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- A gold(i)-catalyzed intramolecular tandem cyclization reaction of alkylidenecyclopropane-containing alkynes
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A novel gold(i)-catalyzed intramolecular tandem cyclization reaction of ortho-(arylethynyl)arenemethylenecyclopropanes provided an efficient approach to prepare functionalized 11H-benzo[a]fluorene derivatives in moderate to good yields. Further transformations as well as applications of the products have been presented and a plausible reaction mechanism has also been proposed on the basis of deuterium labeling and control experiments.
- Fang, Wei,Wei, Yin,Shi, Min
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supporting information
p. 11666 - 11669
(2017/11/03)
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