Copper-Catalyzed Huisgen and Oxidative Huisgen Coupling Reactions Controlled by Polysiloxane-Supported Amines (AFPs) for the Divergent Synthesis of Triazoles and Bistriazoles | |
Department | OSSO国家重点实验室 |
Zheng ZJ(郑战江)1; Ye F(叶飞)1; Zheng LS(郑龙生)1; Yang KF(杨科芳)1; Lai GQ(来国桥)1; Xu LW(徐利文)1,2; Xu LW(徐利文) | |
2012 | |
Source Publication | Chemistry - A European Journal |
ISSN | 0947-6539 |
Volume | 18Issue:44Pages:14094-14099 |
Abstract | An interesting example of a divergent catalysis with a copper(I) and amine-functional macromolecular polysiloxanes system was successfully presented in click chemistry. In this manuscript, we demonstrate the remarkable ability of the secondary amine-functional polysiloxane to induce oxidative coupling in the copper-mediated Huisgen reactions of azides and alkynes, thereby achieving good yields and selectivities. The click reactions mediated by a polysiloxane-supported secondary amine allow the preparation of novel heterocyclic compounds, that is, bistriazoles. Comparably, it is also surprising that the use of a diamine-functional polysiloxane as ligand led to a classic Huisgen [3+2] cycloaddition in excellent yields. From the results of the present amine-functional polysiloxanes-controlled Huisgen reaction or oxidative Huisgen coupling reaction to divergent products and the proposed mechanism, we suggested that the mononuclear bistriazole-copper complex stabilized and dispersed by the secondary amine-functional polysiloxane was beneficial to prevalent the way to oxidative coupling. |
Keyword | Bistriazoles Click Chemistry Copper Oxidative Coupling Polysiloxanes |
Subject Area | 物理化学 |
DOI | 10.1002/chem.201202472 |
Funding Organization | the National Natural Science Founder of China (No. 20973051;21173064);the Zhejiang Provincial Natural Science Foundation of China (Q12B020037);the Qianjiang talent project of Zhejiang Province of China (No. 2010R0017);the Program for Excellent Young Teachers in Hangzhou Normal University (HNUEYT, JTAS 2011-01-014) |
Indexed By | SCI |
If | 5.831 |
Language | 英语 |
compositor | 第二作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/3821 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Xu LW(徐利文) |
Affiliation | 1.Hangzhou Normal Univ, Key Lab Organosilicon Chem & Mat Technol, Minist Educ, Hangzhou 310012, Zhejiang, Peoples R China 2.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China |
Recommended Citation GB/T 7714 | Zheng ZJ,Ye F,Zheng LS,et al. Copper-Catalyzed Huisgen and Oxidative Huisgen Coupling Reactions Controlled by Polysiloxane-Supported Amines (AFPs) for the Divergent Synthesis of Triazoles and Bistriazoles[J]. Chemistry - A European Journal,2012,18(44):14094-14099. |
APA | Zheng ZJ.,Ye F.,Zheng LS.,Yang KF.,Lai GQ.,...&徐利文.(2012).Copper-Catalyzed Huisgen and Oxidative Huisgen Coupling Reactions Controlled by Polysiloxane-Supported Amines (AFPs) for the Divergent Synthesis of Triazoles and Bistriazoles.Chemistry - A European Journal,18(44),14094-14099. |
MLA | Zheng ZJ,et al."Copper-Catalyzed Huisgen and Oxidative Huisgen Coupling Reactions Controlled by Polysiloxane-Supported Amines (AFPs) for the Divergent Synthesis of Triazoles and Bistriazoles".Chemistry - A European Journal 18.44(2012):14094-14099. |
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