- Synthesis, characterization and evaluation of optical band gap of new semiconductor polymers with N-aryl- 2,5-diphenyl-pyrrole units
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We used chemical modification to obtain new polymers that contain pyrrole units in the main chain, with electron-withdrawing groups acting as potential organic semiconductors, by means of chemical modification of the diacetylene-containing precursors. The
- Alexandrova, Larissa,Fomina, Lioudmila,Gavi?o, Ruben,Monroy, Olivia,Rumsh, Lev,Sánchez-Vergara, María-Elena,Salcedo, Roberto,Vázquez-Hernández, Giovanna Angélica,Zolotukhin, Mikhail G.
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- Selective C-C coupling of terminal alkynes under an air atmosphere without base over Cu-NX-C catalysts
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The fabrication of a silk fibroin-drived porous, in situ nitrogenated carbon skeleton with highly dispersed Cu-NX-C active sites via a sol-gel and pyrolysis treatment was demonstrated. Cu-NX-C was used to catalyze the oxidative homo-coupling of terminal a
- Xiao, Xinxin,Xu, Yin,Bhavanarushi, Sangepu,Liu, Bin,Lv, Xiaomeng
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supporting information
p. 20993 - 20998
(2020/12/31)
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- A 1, 3 - butadiyne synthetic method of compound
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The invention discloses a synthesis method of a 1,3-butadiyne compound and belongs to the technical field of oxidative coupling reaction of an end group alkyne compound. The synthesis method disclosed by the invention is characterized by comprising the st
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Paragraph 0026; 0027
(2018/07/07)
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- Subnanometer gold clusters on amino-functionalized silica: An efficient catalyst for the synthesis of 1,3-diynes by oxidative alkyne coupling
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Subnanometer (d = 0.8 ± 0.2 nm) gold particles homogeneously dispersed on amino-functionalized silica catalyze Glaser-type alkyne coupling, providing corresponding 1,3-diynes under mild conditions. Readily available λ3-iodane PhI(OAc)2 is used as an oxidant and 1,10-phenanthroline is used as an additive. Ten symmetrical 1,3-diynes and three products of heterocoupling containing various functionalities are isolated in high yields. The catalyst can be recycled at least five times, giving consistently high isolated yields and maintaining the size and distribution of gold clusters. This unique combination of stable subnanometer gold clusters and hypervalent iodine thus paves a hitherto unexplored avenue in organic synthesis employing heterogeneous gold catalysis. (Chemical Equation Presented).
- Vilhanová, Beáta,Václavík, Ji?í,Artiglia, Luca,Ranocchiari, Marco,Togni, Antonio,Van Bokhoven, Jeroen A.
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p. 3414 - 3418
(2017/05/08)
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- Copper (II) carboxymethyl cellulose base alkyne class catalytic end of synthesis of compounds 1, 3 - butadiyne compounds
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The invention discloses a method for synthesizing a 1,3-butadiyne compound by copper (II) carboxymethylcellulose catalysis of a terminal alkyne compound. The technical scheme comprise the following main points: successively adding a terminal alkyne compou
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Paragraph 0018; 0019
(2017/08/25)
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- Cu(II)-CMC: A mild, efficient and recyclable catalyst for the oxidative alkyne homocoupling reaction
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Cu(II) heterogenized on sodium carboxymethyl cellulose (Na-CMC) has been thoroughly characterized by different techniques. Cu(II)-CMC has been applied for the first time in the homocoupling reaction of a variety of terminal alkynes. The catalyst furnished
- Jiang, Yuqin,Guo, Niu,Li, Xiyong,Sun, Yamin,Zhang, Weiwei
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p. 549 - 554
(2017/08/16)
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- Convenient and efficient synthesis of functionalized unsymmetrical alkynyl sulfides
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We developed a simple and efficient method for the synthesis of functionalized unsymmetrical alkynyl sulfides under mild conditions in good yields. The designed method is based on the reaction of 5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-disulfanyl derivatives with lithium acetylides. The developed method allows the preparation of unsymmetrical alkynyl sulfides bearing additional hydroxyl, carboxyl, or amino functionalities.
- Doroszuk,Musiejuk,Demkowicz,Rachon,Witt
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p. 105449 - 105453
(2016/11/18)
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- Recyclable Polystyrene-Supported Copper Catalysts for the Aerobic Oxidative Homocoupling of Terminal Alkynes
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Polystyrene-supported copper(II) N,N,N′,N′-tetraethyldiethylenetriamine [Cu(II)-TEDETA] complexes were prepared by immobilization of TEDETA onto crosslinked polystyrene resin, followed by complexation with copper salts. The polystyrene-immobilized CuSOsu
- Yan, Shuo,Pan, Shiguang,Osako, Takao,Uozumi, Yasuhiro
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supporting information
p. 1232 - 1236
(2016/05/10)
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- Polyoxometalate-Gold(I)/H+ Complexes: Air-Stable, Efficient, Polyvalent, and Bifunctional Catalysts
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Gold(I)/H+-polyoxometalate hybrids, with general formula [POM]x-[H]x-1+[R3PAu(MeCN)]+, were synthesized and fully characterized by 31P and 29Si MAS or liquid NMR, FT-I
- Hueber, Damien,Hoffmann, Marie,De Frémont, Pierre,Pale, Patrick,Blanc, Aurélien
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p. 5065 - 5072
(2015/11/09)
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- Cu(ii)@Luviset clear as recyclable catalyst for the formation of C-C bond in homo-coupling of terminal alkynes
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Commercial copolymer Luviset clear (L1), an environmentally benign and efficient ligand, was used to facilitate the catalytic performance of Cu(NO3)2 for homo-coupling of terminal alkynes. A series of substituted aromatic and aliphat
- Wang, Zheng-Jun,Wang, Peng-Hui,Lv, Jing-Jing,Feng, Jiu-Ju,Xu, Xinhua,Wang, Ai-Jun,Au, Chak-Tong,Qiu, Renhua
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p. 96372 - 96376
(2015/11/24)
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- Synthesis, structure and catalytic properties of [Ru(dppp) 2(CH3CN)Cl][BPh4] and isolation of catalytically active [Ru(dppp)2Cl][BPh4]: Ruthenium catalysed alkyne homocoupling and tandem alkyne-azide
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The compound, [Ru(dppp)2(CH3CN)Cl][BPh4] (1) has been synthesised from the precursor complex, [Ru(PPh3) 3Cl2]. The complex has been structurally characterised. The complex has been found to
- Das, Uttam Kumar,Jena, Rajesh K.,Bhattacharjee, Manish
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p. 21964 - 21970
(2014/06/23)
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- 1,4,7-Trimethyl-1,4,7-triazacyclononane as a low-loading catalyst: CuBr-tmtacn catalysed Glaser reaction of acetylenes
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1,4,7-Trimethyl-1,4,7-triazacyclononane (tmtacn, a cyclic trident-ligand) has been developed as a facile and efficient catalyst for Cu-catalysed homocoupling of terminal alkynes at room temperature. A variety of 1,3-diynes have been synthesised in excelle
- Sun, Jian,Zhang, Hua-He,Wang, Jian-Qiang,Li, Jing-Hua
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p. 362 - 364
(2014/07/08)
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- Synthesis, characterization, and catalytic activity of cationic NHC gold(III) pyridine complexes
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A series of cationic gold(I/III) pyridine complexes of the type [(L)Au(pyr)](PF6) and [(L)AuCl2(pyr)](PF6), where L = IPr, (1, 5); L = IMes (2, 6); L = ItBu, (3, 7); L = ICy (4, 8); and L = PPh3, (9, 10), were synthesized and characterized by NMR spectroscopy and single-crystal X-ray diffraction. The stability of the new complexes and their catalytic activity in five well-established organic transformations were assessed.
- Orbisaglia, Serena,Jacques, Beatrice,Braunstein, Pierre,Hueber, Damien,Pale, Patrick,Blanc, Aurelien,De Fremont, Pierre
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p. 4153 - 4164
(2013/09/02)
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- ICl-mediated intramolecular twofold iodoarylation of diynes and diynyl diethers and amines: Synthesis of bis(2 H-hydronaphthalene and chromene) and 2H-quinoline bearing an alkenyl iodide moiety
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Electrophilic intramolecular twofold iodoarylation was developed from the reaction of diynes and diynyl diethers and amines with iodine monochloride under mild conditions, which produced bis(2H-hydronaphthalene and chromene) and 2H-quinoline bearing an al
- Mo, Juntae,Choi, Wonseok,Min, Jiae,Kim, Cheol-Eui,Eom, Dahan,Kim, Sung Hong,Lee, Phil Ho
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p. 11382 - 11388
(2013/12/04)
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- Ligand-free synthesis of 1,4-disubstituted-1,3-diynes by iron/copper cocatalyzed homocoupling of terminal alkynes
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A simple and efficient protocol for Fe/Cu cocatalyzed oxidative homocoupling reaction of terminal alkynes to symmetrical 1,4-disubstituted-1,3- diynes was presented. The results showed that both CuBr and FeCl3 played crucial roles in the reaction. It is noteworthy that this protocol employs mild, efficient, aerobic and ligand free conditions. The alkynes, including aromatic, heteroaromatic and aliphatic alkynes, were transformed into the corresponding 1,3-diynes in good to excellent yields. A simple and efficient protocol for Fe/Cu cocatalyzed oxidative homocoupling reaction of terminal alkynes to symmetrical 1,4-disubstituted-1,3-diynes was presented. The results showed that both CuBr and FeCl3 played crucial roles in the reaction. It is noteworthy that this protocol employs mild, efficient, aerobic and ligand free conditions. The alkynes, including aromatic, heteroaromatic and aliphatic alkynes, were transformed into the corresponding 1,3-diynes in good to excellent yields. Copyright
- Wang, Peipei,Liu, Xiaoyan,Zhang, Songlin
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p. 187 - 194
(2013/08/24)
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- Hybrid system of metal/Bronsted acid relay catalysis for the intramolecular double hydroarylation and cationic cyclization of diyne diethers and diamines
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We have developed a hybrid system of metal/Bronsted acid relay catalysis for the intramolecular double hydroarylation and cationic cyclization of diyne diethers and diamines to give 4,4′-bi(2H-chromene), bi(2H-quinoline), and dioxafluoranthenes starting f
- Mo, Juntae,Eom, Dahan,Lee, Euichul,Lee, Phil Ho
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p. 3684 - 3687
(2012/08/28)
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- 1,3-Diynes synthesis by homo-coupling of terminal alkynes using a Pd(PPh3)4/Ag2O simple catalyst system
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Amine- and copper salt-free palladium-catalyzed homo-coupling reaction of terminal alkynes proceeded efficiently in the presence of silver(I) oxide, which served as both activator and oxidant, in tetrahydrofuran at 60 °C to achieve satisfactory yields of 1,3-diyne compounds. It was demonstrated for the first time by means of XPS analysis that Pd(0) species can be oxidated to Pd(II) by silver(I) oxide.
- Feng, Xiujuan,Zhao, Ziran,Yang, Fan,Jin, Tienan,Ma, Yongjie,Bao, Ming
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supporting information; experimental part
p. 1479 - 1482
(2011/05/09)
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- Alkynylcopper(i) polymers and their use in a mechanistic study of alkyne-azide click reactions
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Polymeric dinuclear alkynylcopper(i) complexes, for example phenylethynylcopper(i), can be prepared by a robust method involving the interaction of terminal alkynes with copper(ii) salts in acetonitrile. The use of the ladder polymers provides heterogeneous catalysts for copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions and provides important mechanistic information.
- Buckley, Benjamin R.,Dann, Sandra E.,Harris, Daniel P.,Heaney, Harry,Stubbs, Emma C.
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supporting information; experimental part
p. 2274 - 2276
(2010/07/08)
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- Homocoupling reaction of terminal alkynes catalyzed by a reusable cationic 2,2′-bipyridyl palladium(II)/CuI system in water
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A cationic 2,2′-bipyridyl palladium(II)/CuI system was proven to be a reusable and highly efficient catalyst for the homocoupling of terminal alkynes at room temperature using water as a solvent in the presence of TBAB under aerobic conditions. For aromatic terminal alkynes, the reaction was performed either with or without I2 as an oxidant; the addition of I 2 was required when aliphatic terminal alkynes were used as a substrate for the homocoupling reaction. In the presence of 0.0001-1 mol% palladium catalyst and 1 mol% CuI, a variety of terminal alkynes were homocoupled in good to excellent yields. The water-soluble catalytic system was separated from the organic products by extraction and the residual aqueous solution showed activity for reuse for several cycles without a significant decrease in activity.
- Chen, Shao-Nung,Wu, Wei-Yi,Tsai, Fu-Yu
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experimental part
p. 269 - 274
(2010/04/22)
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- Modified Glaser reaction of terminal alkynes on KF/Alumina
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A variety of 1,3-diyne compounds are prepared in a solvent-free reaction on KF/alumina in the presence of catalytic amounts of Cu(OAc)2· H2O with up to 96% yields at room temperature. Springer-Verlag 2005.
- Sharifi, Ali,Mirzaei, Mojtaba,Reza Naimi-Jamal
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p. 213 - 217
(2007/10/03)
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- Copper-catalysed oxidative homo-coupling of terminal acetylenes on alumina assisted by microwave irradiation
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A variety of diacetylenes were prepared in a microwave irradiation promoted reaction on alumina in the presence of catalytic amounts of a copper catalyst with up to 90% yields, in short times and under solvent-free conditions.
- Sharifi, Ali,Mirzaei, Mojtaba,Naimi-Jamal, Mohammad Reza
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p. 628 - 630
(2007/10/03)
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- Oxidative Coupling Reaction of Acetylene Compounds in the Solid State
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Oxidative coupling of acetylene compound with cupric salt in the solid state was found to proceed efficiently and selectively.The coupling reaction of α,ω-diacetylenes in the solid state gave the linear oligomers in contrast with the formation of the cyclic products in the solution reaction.
- Toda, Fumio,Tokumaru, Yoshihisa
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p. 987 - 990
(2007/10/02)
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