Asymmetric photochemistry with native and modified cyclodextrins
文献类型：期刊论文
| 作者 | Tong, LH ; Lu, RH ; Inoue, Y |
| 刊名 | PROGRESS IN CHEMISTRY
 |
| 出版日期 | 2006 |
| 卷号 | 18期号:5页码:533_541 |
| 关键词 | modified cyclodextrins supramolecular photochemistry asymmetric synthesis enantiodifferentiating photoisomerization photosensitization |
| ISSN号 | 1005-281X |
| 其他题名 | 天然和修饰环糊精的不对称光化学 |
| 产权排序 | 2 |
| 通讯作者 | Tong, LH, Chinese Acad Sci, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China. |
| 中文摘要 | Supramolecular enantiodifferentiating photoisomerization of (Z)-cyclooctene(1Z) to chiral (E)-isomer 1E) has been studied via inclusion and sensitization by modified alpha-, beta-, gamma-cyclodextrins (CDs). Quantitative circular dichroism(CD) and differential circular dichroism (DCD) formula are established for studing the conformation, stoichiometry and stability constant of the complexation of 1Z with the modified alpha-, and beta-, gamma-cyclodextrin derivatives. We found experimentally that the CD spectral change induced upon complexation is a critical function of temperature and concentration of modified P-cyclodextrin. In addition, it is found that the photostationary-state E/Z increases with increasing irradiation time to reach a photostationary state, but significantly depends on the sensitizer structure and the methanol content in solution, which is directly related to the occupancy of the CD's chiral 'cavity by guest 1Z. Photosensitizing and enantiodifferentiating abilities of the beta-CD-benzoate derivatives, possessing o-, m-, p- methoxycarbonyl group, are examined to better understand how the effective photoenergy transfer occurs inside the CDs cavity, and the enantiomeric excess (ee) is enhanced from 29 % to 24 % by using the beta-CD-phthalate. Interestingly, the product's ee obtained did not show a clear relationship with the substituent' s constant (Hammett's sigma) it is found to be directly related to the host occupancy for some beta-CD-benzoate, i. e. the percentage of host cavity occupied by the substrate 1Z through the analyses of the ee obtained upon the enantiodifferentiating photoisomerization sensitized by several beta-CD derivatives in aqueous solutions of varying methanol contents. |
| 学科主题 | Chemistry, Multidisciplinary |
| 收录类别 | SCI |
| 语种 | 中文 |
| WOS记录号 | WOS:000237773100003 |
| 公开日期 | 2011-07-08 |
| 源URL | [http://210.75.237.14/handle/351003/17761]  |
| 专题 | 成都生物研究所_天然产物研究 |
| 推荐引用方式 GB/T 7714 | Tong, LH,Lu, RH,Inoue, Y. Asymmetric photochemistry with native and modified cyclodextrins[J]. PROGRESS IN CHEMISTRY,2006,18(5):533_541. |
| APA | Tong, LH,Lu, RH,&Inoue, Y.(2006).Asymmetric photochemistry with native and modified cyclodextrins.PROGRESS IN CHEMISTRY,18(5),533_541. |
| MLA | Tong, LH,et al."Asymmetric photochemistry with native and modified cyclodextrins".PROGRESS IN CHEMISTRY 18.5(2006):533_541. |
入库方式： OAI收割
来源：成都生物研究所
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。