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Chinese Academy of Sciences Institutional Repositories Grid
Synthesis of amino-centered, nitro-capped phenylacetylene-monodendrons

文献类型:期刊论文

作者Chen, ML; Chi, CY; Wang, XH; Zhao, XJ; Li, J; Wang, FS
刊名CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE
出版日期2004-07-01
卷号25期号:7页码:1359-1362
关键词Solid-phase Synthesis Iterative Divergent/convergent Phenylacetylene-monodendron Coupling Reactions
ISSN号0251-0790
英文摘要A rapid and convenient-solid-supported iterative divergent/convergent approach was utilized to prepare the nitro-capped phenylacetylene-monodendrons I-G1-(NO2)(2) and I-G(2)-(NO2)(4), which were transformed into the expected amino-centered, nitro-capped monodendrons NH2-G1-(NO2)(2) and NH2-G(2)(NO2)(4) by Heck-Cassar-Sonogashira-Hagihara coupling reactions. Transmittance FTIR spectroscopy followed the whole solid-phase approach. The absorption peaks at 2 157 (1) and 3 311(1) cm(-1) were the characteristic of the stretching vibration for the carbon-carbon triple bond in trimethylsilyl-protected acetylene and the carbon-hydrogen bond in the terminal acetylene after desilylation, respectively. Upon coupling reaction, the peak at 1 343(1) cm(-1) was observed in P-G1-(NO2)(2) and P-G2-(NO2)(4), which was the characteristic of the stretching vibration for the terminal nitro groups. Both NH2-G1-(NO2)(2) and NH2-G(2)(NO2)(4) were confirmed by UV-Vis, IR, NMR, EI-MS and ESI-MS techniques. UV-Vis spectra of the obtained monodendrons showed a good relationship with their structures. Both I-G2-(NO2)(4) and NH2-G(2)(NO2)(4) showed a blue shift of (20 +/- 1) nm for the absorption peaks, compared with those of I-G1-(NO2)(2) and NH2-G1-(NO2)(2), which is probably due to the increase in the number of the terminal nitro groups. Upon coupling with the electron donor-amino group, both NH2-G1-(NO2)(2) and NH2-G2- (NO2)(4) showed a. red shift of (6 +/- 1) nm for the absorption peaks, compared with those of I-G1-(NO2)(2) and I-G2-(NO2)(4).
语种英语
WOS记录号WOS:000222906300043
出版者HIGHER EDUCATION PRESS
源URL[http://ir.iccas.ac.cn/handle/121111/55171]  
专题中国科学院化学研究所
通讯作者Wang, XH
作者单位Chinese Acad Sci, Changchun Inst Appl Chem, State Key Lab Polymer Phys & Chem, Changchun 130022, Peoples R China
推荐引用方式
GB/T 7714
Chen, ML,Chi, CY,Wang, XH,et al. Synthesis of amino-centered, nitro-capped phenylacetylene-monodendrons[J]. CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE,2004,25(7):1359-1362.
APA Chen, ML,Chi, CY,Wang, XH,Zhao, XJ,Li, J,&Wang, FS.(2004).Synthesis of amino-centered, nitro-capped phenylacetylene-monodendrons.CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE,25(7),1359-1362.
MLA Chen, ML,et al."Synthesis of amino-centered, nitro-capped phenylacetylene-monodendrons".CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE 25.7(2004):1359-1362.

入库方式: OAI收割

来源:化学研究所

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