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Inherently chiral biscalixarene cone-cone conformers consisting of calix[4]arene and calix[5]arene subunits

文献类型:期刊论文

作者Li, Si-Zhe1; Yang, Ke1; Liu, Hong-Bing3; Xia, Yu-Xiang1; Zhu, Rong-Xiu2; Luo, Jun1; Wan, Qian1
刊名TETRAHEDRON LETTERS
出版日期2013-10-30
卷号54期号:44页码:5901-5906
关键词Inherently chiral Biscalixarene Calixarene Optical resolution
英文摘要Inherently chiral biscalixarenes with hetero-cavities were synthesized by a covalent assembly of p-tertbutylcalix[5]arene with a 1,3-substituted calix[4]arene via 1,3-alkylation reaction and subsequent desymmetrization. The racemates were resolved by chiral HPLC method. H-1 NMR spectra, VT-NMR spectra, and theoretical calculations support that the calix[5]arene subunit of the inherently chiral calix[4][5]arene ester adopts a cone-in conformation, with the aromatic ring bearing the CH2CO2Et group tilting inward the calix[5]arene cavity. By contrast, such a cone-in structural feature of the calix[5]arene subunit disappears for the corresponding inherently chiral calix[4][5]arene carboxylic acid, due to the intramolecular hydrogen bonding between the carboxyl group and an ethereal oxygen of the glycolic chain. (C) 2013 Elsevier Ltd. All rights reserved.
WOS标题词Science & Technology ; Physical Sciences
类目[WOS]Chemistry, Organic
研究领域[WOS]Chemistry
关键词[WOS]ABSOLUTE-CONFIGURATION ; RESOLUTION ; FUNCTIONALIZATION ; RECOGNITION ; CALIXARENES ; DERIVATIVES ; BINDING
收录类别SCI ; IC
语种英语
WOS记录号WOS:000325666500018
公开日期2016-05-09
源URL[http://ir.wipm.ac.cn/handle/112942/857]  
专题武汉物理与数学研究所_原子分子光物理研究部
作者单位1.Huazhong Univ Sci & Technol, Tongji Sch Pharm, Wuhan 430030, Peoples R China
2.Shandong Univ, Inst Theoret Chem, Sch Chem & Chem Engn, Jinan 250100, Peoples R China
3.Chinese Acad Sci, Wuhan Inst Phys & Math, Wuhan Ctr Magnet Resonance, Wuhan 430071, Peoples R China
推荐引用方式
GB/T 7714
Li, Si-Zhe,Yang, Ke,Liu, Hong-Bing,et al. Inherently chiral biscalixarene cone-cone conformers consisting of calix[4]arene and calix[5]arene subunits[J]. TETRAHEDRON LETTERS,2013,54(44):5901-5906.
APA Li, Si-Zhe.,Yang, Ke.,Liu, Hong-Bing.,Xia, Yu-Xiang.,Zhu, Rong-Xiu.,...&Wan, Qian.(2013).Inherently chiral biscalixarene cone-cone conformers consisting of calix[4]arene and calix[5]arene subunits.TETRAHEDRON LETTERS,54(44),5901-5906.
MLA Li, Si-Zhe,et al."Inherently chiral biscalixarene cone-cone conformers consisting of calix[4]arene and calix[5]arene subunits".TETRAHEDRON LETTERS 54.44(2013):5901-5906.

入库方式: OAI收割

来源:武汉物理与数学研究所

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