- Creating Dynamic Nanospaces in Solution by Cationic Cages as Multirole Catalytic Platform for Unconventional C(sp)?H Activation Beyond Enzyme Mimics
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Herein we demonstrate that, based on the creation of dynamic nanospaces in solution by highly charged positive coordination cage of [Pd6(RuL3)8]28+, multirole and multi-way cage-confined catalysis is accomplisha
- Li, Kang,Wu, Kai,Lu, Yu-Lin,Guo, Jing,Hu, Peng,Su, Cheng-Yong
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supporting information
(2021/12/14)
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- Synthesis of 1,3-Diynes Using Calcium Carbide as an Alkyne Source
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A simple method for the synthesis of 1,3-diynes from iodoarenes using calcium carbide as an alkyne source and air as an oxidant is described. A series of 1,4-diarylbuta-1,3-diynes were efficiently synthesized by this strategy. The salient features of this protocol are the use of inexpensive and easy-to-handle alkyne source, broad substrate scope, open-air condition, and simple operation procedure.
- Liu, Zhenrong,Li, Zheng
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p. 302 - 308
(2020/12/11)
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- Leaf-like CuO nanosheets on rGO as an efficient heterogeneous catalyst for Csp-Csp homocoupling of terminal alkynes
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In this work, the economic and well-defined leaf-like CuO nanosheets on rGO (CuO nanosheets/rGO) was synthesized by a convenient hydrothermal method. The morphology and chemical composition of CuO nanosheets/rGO were confirmed by XRD, SEM-EDS, TEM, HR-TEM, and XPS techniques. The CuO nanosheets/rGO was successfully applied as a high-performance heterogeneous catalyst in the homocoupling of 12 terminal alkynes, and the isolated yield of each product was more than 80%, except for propargyl alcohol. This catalyst could be reused five times with little activity loss. Thus, it is beneficial for green and sustainable development of organic synthetic chemistry.
- Gao, Lingfeng,Wang, Bin,Zheng, Gengxiu
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- High-efficiency catalyst for copper nanoparticles attached to porous nitrogen-doped carbon materials: Applied to the coupling reaction of alkyne groups under mild conditions
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Supported catalysts have attracted extensive attention due to their excellent catalytic performance and reliability in heterogeneous catalysis. In this work, we report a general synthesis strategy that achieves the self-coupling reaction of acetylene deri
- Ma, Lei,Jiang, Pengbo,Wang, Kaizhi,Huang, Xiaokang,Yang, Ming,Gong, Li,Li, Rong
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- Supporting a Cu@In2O3core-shell structure on N-doped graphitic carbon cuboctahedral cages for efficient photocatalytic homo-coupling of terminal alkynes
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Improving the separation efficiency of photogenerated carriers and exposing more active sites are two important factors to improve the photocatalytic efficiency of photocatalysts. Designing appropriate materials with special structure and composition to a
- Han, Xiguang,Li, Qiuyan,Wang, Xiaojun,Wang, Ya-Qun,Yang, Feng-Lei,Yuan, Yaya,Zhuang, Guilin
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supporting information
p. 24909 - 24914
(2021/11/27)
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- Cu-Catalyzed solvent-free, pot-economic synthesis of 1,3-dynes from 1,1-dibromoalkenes in the presence of DBU?H2O
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An efficient synthesis of 1,3-diynes directly from 1,1-dibromoalkenes has been achieved by utilizing hydrated 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU.H2O) as a sole reagent and a catalyst CuI. In general, 1,3-diynes were synthesized from corresponding terminal alkynes, which in turn were obtained from 1,1-dibromoalkenes. The DBU.H2O allowed the synthesis of 1,3-diynes not only in a pot-efficient manner but also under solvent-free conditions at ambient temperature. A plausible mechanism is proposed via 1-bromoalkynes intermediate instead of terminal alkynes.
- Moodapelly, Shiva Krishna,Nanaji, Yerramsetti,Sharma, Gangavaram V.M.,Suneeel, Kanaparthy,Doddi, Venkata Ramana
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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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- Copper-Mediated Deacylative Coupling of Ynones via C-C Bond Activation under Mild Conditions
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The intermolecular deacylative coupling of unstrained ynones via C-C bond activation was accomplished by a CuCl-bpy system under mild reaction conditions. This protocol features facile cleavage of the C-C bond at room temperature, broad substrate scope, and efficient construction of important symmetric and unsymmetrical 1,3-diyne adducts through homo or cross coupling of ynones, respectively. The preliminary mechanistic investigations indicated that an acyl copper(III) complex is likely involved in this process.
- Feng, Lili,Hu, Tingjun,Zhang, Saisai,Xiong, Heng-Ying,Zhang, Guangwu
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supporting information
p. 9487 - 9492
(2019/12/02)
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- Stabilized Cu/Cu2O nanoparticles on rGO as an efficient heterogeneous catalyst for Glaser homo-coupling
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Stabilized Cu/Cu2O nanoparticles on reduced graphene oxide (Cu/Cu2O-NPs@rGO) was synthesized by one-step co-reduction and acted as a green and efficient non-noble metal heterogeneous catalyst for Glaser homo-coupling. Through the synergic catalytic effect of Cu/Cu2O nanoparticles and graphene, the heterogeneous hybrid nanoparticles catalyst showed excellent catalytic performance for Glaser homo-coupling with the yield up to 99% of 1,4-diphenyl buta-1,3-diyne. And excellent functional group tolerance was obtained with oxygen as a green oxidant. Furthermore, the catalyst can be easily separated and recycled seven times without significant decline in its catalytic performance.
- Lu, Weiyang,Sun, Wei,Tan, Xiaofeng,Gao, Lingfeng,Zheng, Gengxiu
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- Copper (II) catalyzed homocoupling and heterocoupling of terminal alkynes
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Cu(OTf)2 catalyzed homo– and heterocoupling of aromatic and aliphatic terminal alkynes has been developed. Symmetric and unsymmetric 1,3-diynes have been synthesized in good yields under an aerobic condition in the presence of an organic base D
- Holganza, Maria Katrina,Trigoura, Leslie,Elfarra, Suzanne,Seo, Yoona,Oiler, Jeremy,Xing, Yalan
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p. 1179 - 1181
(2019/03/28)
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- Copper Nanoparticles on Ordered Mesoporous Carbon Nitride Support: a Superior Catalyst for Homo- and Cross-Coupling of Terminal Alkynes under Base-Free Conditions
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A novel ordered mesoporous carbon nitride (OMCN) was synthesized as a functionalized support with 2,4,6-trichloro-1,3,5-triazine and benzidine as starting materials in the presence of SBA-15 as a template. Copper nanoparticles were then loaded on the C–N material to achieve a novel nanocomposite catalyst (Cu NPs-OMCN). The nanocomposite was utilized as a highly efficient catalyst for homo- and cross-coupling of terminal alkynes under base-free conditions in ethanol, and various symmetrical and unsymmetrical 1,3-diynes were obtained with good to excellent yields. Moreover, based on this reaction, a one-pot approach to synthesize 2,5-disubstituted thiophenes and furans from terminal alkynes were developed. Furthermore, the heterogeneous catalyst could be recovered and reused conveniently for several times with satisfactory yields.
- Xu, Hang,Wu, Liangying,Tian, Jing,Wang, Jun,Wang, Peng,Niu, Xiyu,Yao, Xiaoquan
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p. 6690 - 6696
(2019/11/02)
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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
- -
-
Paragraph 0024; 0025
(2018/07/07)
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- Recyclable Cu/C3N4 composite catalysed homo- and cross-coupling of terminal alkynes under mild conditions
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A Cu/C3N4 composite was prepared and utilized as a highly efficient and environmentally friendly catalyst for the homo- & cross-coupling of terminal alkynes. Excellent functional group tolerance and good yields were observed with oxygen as an oxidant in an isopropanol solution (or as additive) under ambient conditions. Furthermore, the composite catalyst shows good recyclability and can be recovered simply and reused several times without significant loss in its catalytic activities.
- Xu, Hang,Wu, Keying,Tian, Jing,Zhu, Li,Yao, Xiaoquan
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supporting information
p. 793 - 797
(2018/03/02)
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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
- -
-
Paragraph 0016; 0017
(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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- Copper catalyzed oxidative homocoupling of terminal alkynes to 1,3-diynes: A Cu3(BTC)2 MOF as an efficient and ligand free catalyst for Glaser-Hay coupling
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A straightforward and efficient method has been demonstrated for the oxidative coupling of terminal alkynes using a simple Cu3(BTC)2-metal organic framework as a sustainable heterogeneous copper catalyst. A series of symmetrical 1,3-diynes bearing diverse functional groups have been synthesized in moderate to excellent yields via a Cu3(BTC)2 catalyzed Glaser-Hay reaction. The presence of the coordinatively unsaturated open CuII sites in Cu3(BTC)2 catalyzes the homocoupling in the presence of air, as an environment friendly oxidant without the use of external oxidants, ligands or any additives. The present methodology avoids stoichiometric reagents and harsher or special reaction conditions, and shows good functional group tolerance. The as-prepared catalyst could be separated easily by simple filtration and reused several times without any notable loss in activity. The hot filtration test has investigated the true heterogeneity of the catalyst. Additionally, the powder X-ray diffraction pattern of the reused catalyst revealed the high stability of the catalyst.
- Devarajan, Nainamalai,Karthik, Murugan,Suresh, Palaniswamy
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p. 9191 - 9199
(2017/11/14)
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- Ester functionalized hydrophobic task specific ionic liquid for Glaser coupling
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A new hydrophobic ester functionalized task specific ionic liquid has been synthesized and its application explored in the synthesis of conjugated 1,3-diynes through Glaser coupling of terminal alkynes. Terminal alkynes undergo oxidativecoupling smoothly
- Patil, Jayavant D.,Korade, Suyog N.,Chinchkar, Sarika M.,Pore, Dattaprasad M.
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p. 963 - 968
(2018/07/15)
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- Magnetic copper ferrite catalyzed homo- and cross-coupling reaction of terminal alkynes under ambient atmosphere
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The application of non-toxic and magnetically separable nano-CuFe2O4 as an efficient catalyst for oxidative homo- and cross-coupling reaction of terminal alkynes is described. A wide range of symmetrical and unsymmetrical 1,3-diynes have been synthesized in moderate to good yields under ambient atmosphere. The nano CuFe2O4 can be recovered with a magnet and reused at least five consecutive cycles with no appreciable loss of its catalytic activity.
- Ma, Cui-Ting,Wang, Jiao-Jiao,Zhao, Ai-Dong,Wang, Qing-Li,Zhang, Zhan-Hui
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- [Cu]-catalyzed direct coupling of dibromoalkenes: Synthesis of symmetrical 1,3-diynes and triazoles
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An efficient [Cu]-catalyzed homocoupling of 1,1-dibromoalk-1-enes is described for the synthesis of symmetrical 1,3-diyines. The method showed good substrate scope and amenable to aryl and heteroaryl systems. Significantly, the strategy was also successfully applied to the sequential one-pot synthesis of triazoles.
- Mahendar, Lodi,Ramulu, Bokka Venkat,Satyanarayana, Gedu
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p. 1151 - 1158
(2017/06/13)
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- Silica-supported metal acetylacetonate catalysts with a robust and flexible linker constructed by using 2-butoxy-3,4-dihydropyrans as dual anchoring reagents and ligand donors
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Anchoring of a metal complex catalyst onto a solid support with a covalent bond has been widely used in designing a recyclable catalyst at molecular level. However, the performance of the obtained solid catalyst relies heavily on the stability and flexibility of the linker between the metal complex and the solid support. A ring-opening reaction of 2-butoxy-3,4-dihydropyrans with mercaptan was known to produce 2-alkylated 1,3-dicarbonyl compounds, which featured good atom economy, excellent yield and mild conditions. With the aid of this reaction, we used, in this work, 2-butoxy-3,4-dihydropyrans as dual anchoring reagents and ligand donors to modify a ready-made SH-functionalized HMS. This opened an easy way to construct a robust and flexible linker for anchoring a metal acetylacetonate complex catalyst onto the HMS support. The thereby obtained HMS can be used to immobilize Cu(acac)2, Zn(acac)2 and Ru(acac)3 complexes. The obtained solid catalysts were fully characterized by many physicochemical methods. In the selected reactions, these catalysts not only displayed better or comparable activity in various organic reactions as compared with their homogeneous counterparts but also were proved to be quite robust and can be recycled several times without significant loss of their activities.
- Lai, Bingbing,Huang, Zhipeng,Jia, Zhifang,Bai, Rongxian,Gu, Yanlong
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p. 1810 - 1820
(2016/04/05)
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- Copper(i) chloride catalysed room temperature Csp-Csp homocoupling of terminal alkynes mediated by visible light
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We developed a technique mediated by visible light for the aerobic homocoupling of terminal alkynes to synthesize 1,3-conjugated diynes using a copper(i) chloride catalyst at room temperature. Compared with previously reported thermal processes, this photochemical method is simple, uses only mild reaction conditions, produces high yields and works well for substrates with electron-withdrawing groups without the need for bases/ligands, oxidants or palladium catalysts.
- Sagadevan, Arunachalam,Charpe, Vaibhav Pramod,Hwang, Kuo Chu
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p. 7688 - 7692
(2016/11/06)
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- Efficient and environmentally friendly Glaser coupling of terminal alkynes catalyzed by multinuclear copper complexes under base-free conditions
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An efficient catalytic system with dinuclear complex [Cu2(ophen)2] 1 and tetranuclear complex [Cu4(ophen)4(tp)] 2 as catalysts has been developed for the Glaser coupling reaction, which adopts environmentally fr
- Zhang, Ling-Juan,Wang, Yan-Hong,Liu, Jie,Xu, Mei-Chen,Zhang, Xian-Ming
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p. 28653 - 28657
(2016/04/09)
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- CuSCN-mediated homocoupling of terminal alkynes to 1,3-diynes using 4-nitrobenzenediazonium tetrafluoroborate as oxidant
-
Eleven 1,3-diynes have been prepared by a highly efficient base-catalysed homocoupling of terminal alkynes mediated by a novel combination of CuSCN/4-nitrobenzenediazonium tetrafluoroborate.
- Liu, Haidong,Chen, Bo,Cai, Jin,Chen, Junqing,Ji, Min
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p. 335 - 337
(2016/07/06)
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- Silver-catalyzed Glaser coupling of alkynes
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Excellent yields were obtained from the silver nitrate-catalyzed homocoupling reaction of alkynes in N,N-dimethylformamide using triphenylphosphine as ligand. This safe and simple silver catalytic system has been employed in a safe and efficient protocol
- Mo, Guoli,Tian, Zaimin,Li, Jiping,Wen, Guohua,Yang, Xiaomin
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p. 231 - 233
(2015/03/30)
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- A mild CuCl-catalyzed Glaser-type homocoupling reaction: Air oxidation and room temperature
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A mild and effcient Cu(I)-catalyzed Glaser-type homocoupling reaction is described. Various terminal alkynes can be transformed into the corresponding 1,3-diynes in good to excellent yields. The reaction is carried out in air at room temperature and is operationally simple.
- Chen, Xi,Zhang, Hailong,Chen, Jinping,Gong, Hang
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supporting information
p. 129 - 131
(2015/02/19)
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- Cu(ii) complex heterogenized on SBA-15: A highly efficient and additive-free solid catalyst for the homocoupling of alkynes
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A Cu(ii) complex has been heterogenized on SBA-15 by functionalization of SBA-15 with (N1-propylethane-1,2-diamine) triethoxysilane (NN-SBA-15) followed by anchoring of 2-pyridinecarboxaldehyde through Schiff's base formation between the terminal -NH
- Narani, Anand,Marella, Ravi Kumar,Ramudu, Pochamoni,Rama Rao, Kamaraju Seetha,Burri, David Raju
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p. 3774 - 3781
(2014/01/06)
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- 1,4,7-Trimethyl-1,4,7-triazacyclononane as a low-loading catalyst: CuBr-tmtacn catalysed Glaser reaction of acetylenes
-
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)
-
- Gold-catalysed homocoupling of alkynes
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The homocoupling reaction of alkynes was carried out in the presence of 10 mol% AuCl3 using I2 as oxidant to generate 1,3-diynes products in high yield. The method is simple, safe and efficient. Both aryl and alkyl substituted alkynyl substrates reacted smoothly. AuClPPh3 also showed comparable catalytic activity to this transformation under a nitrogen atmosphere.
- Yao, Peng
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p. 174 - 176
(2013/07/05)
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- Enaminone ligand-assisted homo- and cross-coupling of terminal alkynes under mild conditions
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Copper-catalyzed oxidative coupling reactions of terminal alkynes have been performed at room temperature by using enaminone as effective ligand. Both symmetrical and unsymmetrical 1,3-diynes bearing various functional groups have been synthesized in mode
- Liu, Yunyun,Wang, Chunping,Wang, Xiaobo,Wan, Jie-Ping
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p. 3953 - 3955
(2013/07/25)
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- Practical oxidative homo- and heterocoupling of terminal alkynes catalyzed by immobilized copper in MCM-41
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A practical oxidative homo- and heterocoupling of terminal alkynes was achieved in CH2Cl2 at 25 °C by using a 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized copper(I) complex (MCM-41-2N-CuI, 1 mol-%) as the catalyst, piperidine (0.1 or 3 equiv.) as the base, and air as the environmentally friendly co-oxidant, yielding a variety of symmetrical and unsymmetrical 1,4-disubstituted 1,3-diynes in good to excellent yields. This heterogeneous copper catalyst showed a higher catalytic activity than CuI and can be recovered and recycled by a simple filtration of the reaction mixture and used for at least 10 consecutive runs without any decrease in activity. A practical oxidative homo- and heterocoupling of terminal alkynes was achieved in CH2Cl2 at 25 °C by using a 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized copper(I) complex (MCM-41-2N-CuI, 1 mol-%) as the catalyst and air as the environmentally friendly oxidant, yielding a variety of symmetrical and unsymmetrical 1,4-disubstituted 1,3-diynes in good to excellent yields.
- Xiao, Ruian,Yao, Ruiya,Cai, Mingzhong
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experimental part
p. 4178 - 4184
(2012/09/22)
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- Oxidative homocoupling of alkynes using Supported Ionic Liquid Phase (SILP) catalysts - Systematic investigation of the support influence
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Supported Ionic Liquid Phase (SILP) catalysts have been prepared by effective immobilization of [Cu(TMEDA)(OH)]Cl in a nano-metric film of an ionic liquid on various oxidic support materials. The catalysts were tested for the oxidative homocoupling of 1-a
- Szesni, Normen,Kaiser, Melanie,Putzien, Sophie,Fischer, Richard W.
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experimental part
p. 170 - 179
(2012/07/27)
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- Importance of bases on the copper-catalyzed oxidative homocoupling of terminal alkynes to 1,4-disubstituted 1,3-diynes
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Copper-catalyzed, solvent-free oxidative homocoupling of terminal alkynes can be performed to 1,3-diynes in good to excellent yields in the absence of any additives, using air as environmentally friendly oxidant and the occurrence of water as an exclusive byproduct in the whole process. It is shown that AcO - of copper (II) acetate catalyst may take the role of base and found that the homocoupling cannot occur using weakly basic copper salt catalysts such as CuBr, CuCl, or CuI. Thus, the bases are absolutely necessary in the process of the homocoupling of terminal alkynes. 2012 Elsevier Ltd. All rights reserved.
- Niu, Xinjiang,Li, Chunju,Li, Jian,Jia, Xueshun
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supporting information
p. 5559 - 5561,3
(2020/07/31)
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- Copper-catalyzed oxidative alkyne homocoupling without palladium, ligands and bases
-
Copper-catalyzed green oxidative homocoupling of terminal alkynes can be run to produce symmetrical 1,4-disubstituted 1,3-diynes in good to excellent yields, using air as environmentally friendly oxidant and the occurrence of water as exclusive byproduct in the whole process. This eliminates the need for ligands, bases, oxidants and expensive palladium catalysts.
- Jia, Xueshun,Yin, Kun,Li, Chunju,Li, Jian,Bian, Haishan
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experimental part
p. 2175 - 2178
(2011/09/16)
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- CuI-catalyzed homocoupling of terminal alkynes to 1,3-diynes
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A simple and efficient protocol for CuI-catalyzed oxidative homocoupling reaction of terminal alkynes to symmetrical 1,4-disubstituted 1,3-diynes was reported. The reaction can be carried out in the open air, using NaOAc as a base in the absence of any other additives. A variety of terminal alkynes were converted to the corresponding 1.3-diynes in good to excellent yields without any side product formation. Copyright
- Yin, Kun,Li, Chun-Ju,Li, Jian,Jia, Xue-Shun
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experimental part
p. 16 - 20
(2011/09/16)
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- CuCl-catalyzed green oxidative alkyne homocoupling without palladium, ligands and bases
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CuCl-catalyzed green oxidative homocoupling of terminal alkynes produces symmetrical 1,4-disubstituted 1,3-diynes in good to excellent yields, using air as an environmentally friendly oxidant and the occurrence of water as exclusive byproduct in the whole process, and eliminating the need for ligands, bases, oxidants and expensive palladium catalysts. The Royal Society of Chemistry.
- Yin, Kun,Li, Chunju,Li, Jian,Jia, Xueshun
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supporting information; experimental part
p. 591 - 593
(2011/05/04)
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- Influence of bases and ligands on the outcome of the Cu(I)-catalyzed oxidative homocoupling of terminal alkynes to 1,4-disubstituted 1,3-diynes using oxygen as an oxidant
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(Chemical Equation Presented) The efficient Cu(I)-catalyzed oxidative homocoupling of terminal alkynes in the presence of a base using an amine as a ligand and oxygen as an oxidant yields the symmetrical 1,3-diynes with yields of up to 99%. The outcome of the couplings critically depends on the proper choice of base and ligand as well as reaction conditions. Best results were observed with 2.0 mol%CuCl, 1.5 mol%TMEDA or DBEDA, and DBU or DABCO in acetonitrile.
- Adimurthy, Subbarayappa,Malakar, Chandi C.,Beifuss, Uwe
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experimental part
p. 5648 - 5651
(2009/12/08)
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- Copper powder-mediated homocoupling reactions of iodoacetylenes to synthesize symmetrical 1,3-butadiynes
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A new route to synthesize symmetrical 1,3-butadiynes from iodoacetylenes in the presence of copper powder and pyridine was developed. Moderate to excellent yields were obtained through an efficient and simple process involving the copper powder without any further activation. Copyright Taylor & Francis Group, LLC.
- Xue, Song,Meng, Ling-Guo,Guo, Qing-Xiang
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p. 2243 - 2251
(2008/09/21)
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- CuI/iodine-mediated homocoupling reaction of terminal alkynes to 1,3-diynes
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A facile and efficient pathway for CuI/iodine-mediated homocoupling reaction of terminal alkynes to symmetrical 1,4-disubstituted 1,3-diynes in good to excellent yields was reported.
- Li, Dafeng,Yin, Kun,Li, Jian,Jia, Xueshun
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body text
p. 5918 - 5919
(2009/04/05)
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- A fast and convenient coupling reaction of terminal alkynes
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A fast and convenient coupling reaction of terminal alkynes was achieved using (diacetoxyiodo)benzene as an oxidant in the absence of palladium catalysts, providing a simple method for the synthesis of diynes in good yields in short time.
- Min, Zhu,Jian, Chang Jin,Jian, Ying Tong
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experimental part
p. 218 - 219
(2009/08/15)
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- An efficient synthesis of diynes using (diacetoxyiodo)benzene
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A novel and facile method for synthesis of symmetrical conjugated diynes, using (diacetoxyiodo)benzene as oxidant under palladium-catalyzed conditions is presented, in which diynes are prepared in good yields in a short period of time at room temperature.
- Yan, Jie,Wu, Jinlong,Jin, Hongwei
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p. 3636 - 3639
(2008/02/08)
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- Application of iodanes to the dimerization of terminal alkynes
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The dimerization of terminal acetylenes was studied using iodanes as oxidants under palladium-catalyzed conditions. It was found that a number of iodanes were useful in the reaction, with (diacetoxyiodo)benzene and iodosylbenzene being the best oxidants.
- Yan, Jie,Lin, Feng,Yang, Zhenping
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p. 1301 - 1303
(2008/02/13)
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- Efficient and recyclable reaction system for the homocoupling of terminal acetylenes
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Diynes were synthesized in high yields by homocoupling of terminal arylacetylenes and terminal alkylacetylenes in Cu(OAc)2-PEG (polyethyleneglycol) with NaOAc as a base. Cu(OAc)2-PEG was readily recycled via solvent precipitation with efficient recyclability. Copyright Taylor & Francis Group, LLC.
- Lu, Xiaoling,Zhang, Yuhong,Luo, Chengcai,Wang, Yanguang
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p. 2503 - 2511
(2007/10/03)
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- Transmetalation of palladium enolate and its application in palladium-catalyzed homocoupling of alkynes: A room-temperature, highly efficient route to make diynes
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A novel pathway for the homocoupling reaction has been achieved using a similar protocol as the cross-coupling reaction. Ethyl bromoacetate is chosen to initiate the coupling reaction through oxidatlve addition to a Pd(0) species, and an PdBr(enolate) intermediate is formed. This intermediate can undergo double transmetalation with an alkynyl copper reagent, and reductive elimination produces a variety of diynes in high yields.
- Lei, Aiwen,Srivastava, Manisha,Zhang, Xumu
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p. 1969 - 1971
(2007/10/03)
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