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题名: A Mechanically Interlocked [3]Rotaxane as a Light-Harvesting Antenna: Synthesis, Characterization, and Intramolecular Energy Transfer
作者: Wang, Jie-Yu1, 2;  Han, Ji-Min1, 2;  Yan, Jing1, 2;  Ma, Yuguo1, 2;  Pei, Jian1, 2
关键词: aggregation ;  click chemistry ;  cycloaddition ;  energy transfer ;  molecular devices ;  oligo(phenylenevinylene)
刊名: CHEMISTRY-A EUROPEAN JOURNAL
发表日期: 2009
DOI: 10.1002/chem.200802228
卷: 15, 期:14, 页:3585-3594
收录类别: SCI ;  IC
文章类型: Review
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Multidisciplinary
研究领域[WOS]: Chemistry
英文摘要: A mechanically interlocked light-harvesting system [3]rotaxane A has been synthesized in high yield through Cu(I)-catalyzed azide-alkyne cycloaddition; the hexyl-substituted truxene units are introduced into the wheels as donors and an oligo(paraphenylenevinylene) (OPV) unit into the axis as the acceptor. The structure and the purity of [3]rotaxane A were confirmed by (1)H and (13)C NMR spectroscopy and ESI HRMS. The azide-alkyne cycloaddition is demonstrated to be an efficient stoppering method in the synthesis of the rotaxane containing dibenzo[24]crown-8 and dibenzyl ammonium units. Detailed steady-state UV/Vis absorption, photoluminescent, and time-resolved fluorescence spectroscopy were performed to investigate the photophysical properties of [3]rotaxane A and its reference compounds in solution and as thin films. Even in dilute solution, efficient energy transfer from the truxene-functionalized wheels to the OPV-based axis, through the dibenzo[24]crown-8 and dibenzyl ammonium interaction, is observed in [3]rotaxane A. The unique topology of [3]rotaxane A not only efficiently promotes the intramolecular energy-transfer process, but also prevents intermolecular aggregation in the solid state. The new antenna system opens up the possibility of controllable light-harvesting molecular machines or other optoelectronic devices on the nanometer scale.
关键词[WOS]: UNSYMMETRICAL CONJUGATED DENDRIMERS ;  STIFF DENDRITIC MACROMOLECULES ;  ELECTRON-TRANSFER PROCESSES ;  CHARGE-SEPARATED-STATE ;  PHOTOPHYSICAL PROPERTIES ;  ALPHA-CYCLODEXTRIN ;  SHAPE-PERSISTENT ;  CLICK-CHEMISTRY ;  SUPRAMOLECULAR CHEMISTRY ;  ROTAXANE STRUCTURES
语种: 英语
WOS记录号: WOS:000264774400031
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/141619
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Peking Univ, Beijing Natl Lab Mol Sci, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem, Beijing 100871, Peoples R China
2.Peking Univ, Minist Educ, Coll Chem, Key Lab Polymer Chem & Phys, Beijing 100871, Peoples R China

Recommended Citation:
Wang, Jie-Yu,Han, Ji-Min,Yan, Jing,et al. A Mechanically Interlocked [3]Rotaxane as a Light-Harvesting Antenna: Synthesis, Characterization, and Intramolecular Energy Transfer[J]. CHEMISTRY-A EUROPEAN JOURNAL,2009,15(14):3585-3594.
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