共 32 条
Au-Cu core-shell nanocube-catalyzed click reactions for efficient synthesis of diverse triazoles
被引:26
作者:

论文数: 引用数:
h-index:
机构:

Hsia, Chi-Fu
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan

Huang, Michael H.
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
机构:
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
来源:
关键词:
AZIDE-ALKYNE CYCLOADDITION;
TERMINAL ALKYNES;
COPPER NANOPARTICLES;
GOLD NANOCRYSTALS;
CHEMISTRY;
PHASE;
D O I:
10.1039/c7nr02466e
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
Au-Cu core-shell nanocubes and octahedra synthesized in aqueous solution were employed to catalyze a 1,3-dipolar cycloaddition reaction between phenylacetylene and benzyl azide in water at 50 degrees C for 3 h. Interestingly, the nanocubes were far more efficient in catalyzing this reaction, giving 91% yield of a regioselective 1,4-triazole product, while octahedra only recorded 46% yield. The Au-Cu nanocubes were subsequently employed to catalyze the click reaction between benzyl azide and a broad range of aromatic and aliphatic alkynes. The product yields ranged from 78 to 99%. Clearly the Au-Cu cubes exposing {100} surfaces are an excellent and green catalyst for click reactions.
引用
收藏
页码:6970 / 6974
页数:5
相关论文
共 32 条
- [1] Click chemistry from organic halides, diazonium salts and anilines in water catalysed by copper nanoparticles on activated carbon[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (18) : 6385 - 6395Alonso, Francisco论文数: 0 引用数: 0 h-index: 0机构: Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, Spain Univ Alicante, Inst Sintesis Organ ISO, Alicante 03080, Spain Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, SpainMoglie, Yanina论文数: 0 引用数: 0 h-index: 0机构: Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, Spain Univ Alicante, Inst Sintesis Organ ISO, Alicante 03080, Spain Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, SpainRadivoy, Gabriel论文数: 0 引用数: 0 h-index: 0机构: Univ Nacl Sur, Inst Quim INQUISURCONICET, Dept Quim, RA-8000 Bahia Blanca, Buenos Aires, Argentina Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, SpainYus, Miguel论文数: 0 引用数: 0 h-index: 0机构: Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, Spain Univ Alicante, Inst Sintesis Organ ISO, Alicante 03080, Spain Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, Spain
- [2] Copper nanoparticles in click chemistry: an alternative catalytic system for the cycloaddition of terminal alkynes and azides[J]. TETRAHEDRON LETTERS, 2009, 50 (20) : 2358 - 2362Alonso, Francisco论文数: 0 引用数: 0 h-index: 0机构: Univ Alicante, Fac Ciencias, Dept Quim Organ, E-03080 Alicante, Spain Univ Alicante, ISO, E-03080 Alicante, Spain Univ Alicante, Fac Ciencias, Dept Quim Organ, E-03080 Alicante, SpainMoglie, Yanina论文数: 0 引用数: 0 h-index: 0机构: Univ Alicante, Fac Ciencias, Dept Quim Organ, E-03080 Alicante, Spain Univ Alicante, ISO, E-03080 Alicante, Spain Univ Nacl Sur, Inst Quim Sur INQUISUR, Dept Quim, RA-8000 Bahia Blanca, Buenos Aires, Argentina Univ Alicante, Fac Ciencias, Dept Quim Organ, E-03080 Alicante, SpainRadivoy, Gabriel论文数: 0 引用数: 0 h-index: 0机构: Univ Nacl Sur, Inst Quim Sur INQUISUR, Dept Quim, RA-8000 Bahia Blanca, Buenos Aires, Argentina Univ Alicante, Fac Ciencias, Dept Quim Organ, E-03080 Alicante, SpainYus, Miguel论文数: 0 引用数: 0 h-index: 0机构: Univ Alicante, Fac Ciencias, Dept Quim Organ, E-03080 Alicante, Spain Univ Alicante, ISO, E-03080 Alicante, Spain Univ Alicante, Fac Ciencias, Dept Quim Organ, E-03080 Alicante, Spain
- [3] Stabilization of Cu(0)-nanoparticles into the nanopores of modified montmorillonite: An implication on the catalytic approach for "Click" reaction between azides and terminal alkynes[J]. GREEN CHEMISTRY, 2011, 13 (12) : 3453 - 3460Borah, Bibek Jyoti论文数: 0 引用数: 0 h-index: 0机构: Council Sci & Ind Res NE Inst Sci & Technol, Div Mat Sci, Jorhat 785006, Assam, India Council Sci & Ind Res NE Inst Sci & Technol, Div Mat Sci, Jorhat 785006, Assam, IndiaDutta, Dipanka论文数: 0 引用数: 0 h-index: 0机构: Council Sci & Ind Res NE Inst Sci & Technol, Div Mat Sci, Jorhat 785006, Assam, India Council Sci & Ind Res NE Inst Sci & Technol, Div Mat Sci, Jorhat 785006, Assam, IndiaSaikia, Partha Pratim论文数: 0 引用数: 0 h-index: 0机构: Council Sci & Ind Res NE Inst Sci & Technol, Nat Prod Chem Div, Jorhat 785006, Assam, India Council Sci & Ind Res NE Inst Sci & Technol, Div Mat Sci, Jorhat 785006, Assam, IndiaBarua, Nabin Chandra论文数: 0 引用数: 0 h-index: 0机构: Council Sci & Ind Res NE Inst Sci & Technol, Nat Prod Chem Div, Jorhat 785006, Assam, India Council Sci & Ind Res NE Inst Sci & Technol, Div Mat Sci, Jorhat 785006, Assam, IndiaDutta, Dipak Kumar论文数: 0 引用数: 0 h-index: 0机构: Council Sci & Ind Res NE Inst Sci & Technol, Div Mat Sci, Jorhat 785006, Assam, India Council Sci & Ind Res NE Inst Sci & Technol, Div Mat Sci, Jorhat 785006, Assam, India
- [4] Investigation of facet effects on the catalytic activity of Cu2O nanocrystals for efficient regioselective synthesis of 3,5-disubstituted isoxazoles[J]. NANOSCALE, 2013, 5 (24) : 12494 - 12501论文数: 引用数: h-index:机构:论文数: 引用数: h-index:机构:Huang, Michael H.论文数: 0 引用数: 0 h-index: 0机构: Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
- [5] Facet-Dependent Catalytic Activity of Cu2O Nanocrystals in the One-Pot Synthesis of 1,2,3-Triazoles by Multicomponent Click Reactions[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (47) : 16036 - 16043论文数: 引用数: h-index:机构:论文数: 引用数: h-index:机构:Huang, Michael H.论文数: 0 引用数: 0 h-index: 0机构: Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
- [6] Hydrothermal Synthesis of Monodispersed Octahedral Gold Nanocrystals with Five Different Size Ranges and Their Self-Assembled Structures[J]. CHEMISTRY OF MATERIALS, 2008, 20 (24) : 7570 - 7574Chang, Chia-Chien论文数: 0 引用数: 0 h-index: 0机构: Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, TaiwanWu, Hsin-Lun论文数: 0 引用数: 0 h-index: 0机构: Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, TaiwanKuo, Chun-Hong论文数: 0 引用数: 0 h-index: 0机构: Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, TaiwanHuang, Michael H.论文数: 0 引用数: 0 h-index: 0机构: Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
- [7] Facet-Dependent Catalytic Activity of Gold Nanocubes, Octahedra, and Rhombic Dodecahedra toward 4-Nitroaniline Reduction[J]. JOURNAL OF PHYSICAL CHEMISTRY C, 2012, 116 (44) : 23757 - 23763Chiu, Chun-Ya论文数: 0 引用数: 0 h-index: 0机构: Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, TaiwanChung, Pei-Ju论文数: 0 引用数: 0 h-index: 0机构: Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, TaiwanLao, Ka-Un论文数: 0 引用数: 0 h-index: 0机构: Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, TaiwanLiao, Ching-Wen论文数: 0 引用数: 0 h-index: 0机构: Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, TaiwanHuang, Michael H.论文数: 0 引用数: 0 h-index: 0机构: Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
- [8] Electrochemical applications. How click chemistry brought biomimetic models to the next level: electrocatalysis under controlled rate of electron transfer[J]. CHEMICAL SOCIETY REVIEWS, 2010, 39 (04) : 1291 - 1301Decreau, Richard A.论文数: 0 引用数: 0 h-index: 0机构: Stanford Univ, Dept Chem, Stanford, CA 94305 USA Stanford Univ, Dept Chem, Stanford, CA 94305 USACollman, James P.论文数: 0 引用数: 0 h-index: 0机构: Stanford Univ, Dept Chem, Stanford, CA 94305 USA Stanford Univ, Dept Chem, Stanford, CA 94305 USAHosseini, Ali论文数: 0 引用数: 0 h-index: 0机构: Stanford Univ, Dept Chem, Stanford, CA 94305 USA Stanford Univ, Dept Chem, Stanford, CA 94305 USA
- [9] Cu and Cu-Based Nanoparticles: Synthesis and Applications in Review Catalysis[J]. CHEMICAL REVIEWS, 2016, 116 (06) : 3722 - 3811Gawande, Manoj B.论文数: 0 引用数: 0 h-index: 0机构: Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech Republic Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech RepublicGoswami, Anandarup论文数: 0 引用数: 0 h-index: 0机构: Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech Republic Rutgers State Univ, Dept Chem & Chem Biol, 610 Taylor Rd, Piscataway, NJ 08854 USA Rutgers State Univ, Dept Chem & Biochem Engn, 98 Brett Rd, Piscataway, NJ 08854 USA Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech RepublicFelpin, Francois-Xavier论文数: 0 引用数: 0 h-index: 0机构: Univ Nantes, UFR Sci & Tech, CNRS, UMR 6230,Chim & Interdisciplinarite Synth,Anal,Mo, 2 Rue Houssiniere,BP 92208, F-44322 Nantes 3, France Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech RepublicAsefa, Tewodros论文数: 0 引用数: 0 h-index: 0机构: Rutgers State Univ, Dept Chem & Chem Biol, 610 Taylor Rd, Piscataway, NJ 08854 USA Rutgers State Univ, Dept Chem & Biochem Engn, 98 Brett Rd, Piscataway, NJ 08854 USA Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech RepublicHuang, Xiaoxi论文数: 0 引用数: 0 h-index: 0机构: Rutgers State Univ, Dept Chem & Chem Biol, 610 Taylor Rd, Piscataway, NJ 08854 USA Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech RepublicSilva, Rafael论文数: 0 引用数: 0 h-index: 0机构: Univ Estadual Maringa, Dept Chem, Ave Colombo 5790, BR-87020900 Maringa, Parana, Brazil Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech RepublicZou, Xiaoxin论文数: 0 引用数: 0 h-index: 0机构: Jilin Univ, Coll Chem, Int Joint Res Lab Nanomicro Architecture Chem, State Key Lab Inorgan Synth & Preparat Chem, Changchun 130012, Peoples R China Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech RepublicZboril, Radek论文数: 0 引用数: 0 h-index: 0机构: Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech Republic Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech RepublicVarma, Rajender S.论文数: 0 引用数: 0 h-index: 0机构: Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech Republic Palacky Univ, Fac Sci, Dept Phys Chem, Reg Ctr Adv Technol & Mat, Slechtitelu 11, Olomouc 78371, Czech Republic
- [10] Facile synthesis of Cu and Cu@Cu-Ni nanocubes and nanowires in hydrophobic solution in the presence of nickel and chloride ions[J]. NANOSCALE, 2013, 5 (06) : 2394 - 2402Guo, Huizhang论文数: 0 引用数: 0 h-index: 0机构: Xiamen Univ, Coll Mat, Dept Mat Sci & Engn, Xiamen 361005, Peoples R China Xiamen Univ, Coll Mat, Dept Mat Sci & Engn, Xiamen 361005, Peoples R ChinaChen, Yuanzhi论文数: 0 引用数: 0 h-index: 0机构: Xiamen Univ, Coll Mat, Dept Mat Sci & Engn, Xiamen 361005, Peoples R China Xiamen Univ, Coll Mat, Dept Mat Sci & Engn, Xiamen 361005, Peoples R ChinaPing, Hemei论文数: 0 引用数: 0 h-index: 0机构: Xiamen Univ, Coll Mat, Dept Mat Sci & Engn, Xiamen 361005, Peoples R China Xiamen Univ, Coll Mat, Dept Mat Sci & Engn, Xiamen 361005, Peoples R ChinaJin, Jiarui论文数: 0 引用数: 0 h-index: 0机构: Xiamen Univ, Coll Mat, Dept Mat Sci & Engn, Xiamen 361005, Peoples R China Xiamen Univ, Coll Mat, Dept Mat Sci & Engn, Xiamen 361005, Peoples R ChinaPeng, Dong-Liang论文数: 0 引用数: 0 h-index: 0机构: Xiamen Univ, Coll Mat, Dept Mat Sci & Engn, Xiamen 361005, Peoples R China Xiamen Univ, Coll Mat, Dept Mat Sci & Engn, Xiamen 361005, Peoples R China