Regioselective Oxazolination of C-70(2-) and Formation of cis-1 C-70 Adduct with Respect to the Apical Pentagon
文献类型：期刊论文
| 作者 | Ni L ; Yang WW ; Li ZJ ; Wu D ; Gao X |
| 刊名 | journal of organic chemistry
 |
| 出版日期 | 2012 |
| 卷号 | 77期号:17页码:7299-7306 |
| 关键词 | POLYMER SOLAR-CELLS 1 FULLERENE DERIVATIVES 3-DIPOLAR CYCLOADDITION ADDITION-REACTIONS ELECTRON-TRANSFER ALKYL BROMIDES C-60 CHEMISTRY C60 DIHYDROFULLERENES |
| ISSN号 | 0022-3263 |
| 通讯作者 | gao x |
| 中文摘要 | oxazolination of c-70 has been achieved via the aerobic oxidation of c-70(2-) in the presence of phcn. only one c-70 oxazoline regioisomer (1) is obtained, indicating that the oxazolination of c-70(2-) occurs with an unusual regioselectivity. further benzylation of 1(2-) with benzyl bromide leads to the formation of the first cis-1 c-70 derivative with respect to the apical pentagon (2), as shown by the x-ray single-crystal structure and various spectral characterizations. the structure of the obtained c-70 oxazoline (1) is resolved with h/d labeling benzylation and hmbc (heteronuclear multiple bond coherence) nmr on the basis of the structure of 2. the result shows that for compound 1, the o atom is selectively bonded to the c1, while the n atom is bonded to the c2 of c-70. the exhibited regioselectivity for the orientation of oxazolino group on c-70 is further rationalized with computational calculations, and a reaction mechanism for the oxazolination of c-70(2-) is proposed. |
| 收录类别 | SCI收录期刊论文 |
| 语种 | 英语 |
| WOS记录号 | WOS:000308390100014 |
| 公开日期 | 2013-04-23 |
| 源URL | [http://ir.ciac.jl.cn/handle/322003/47951]  |
| 专题 | 长春应用化学研究所_长春应用化学研究所知识产出_期刊论文 |
| 推荐引用方式 GB/T 7714 | Ni L,Yang WW,Li ZJ,et al. Regioselective Oxazolination of C-70(2-) and Formation of cis-1 C-70 Adduct with Respect to the Apical Pentagon[J]. journal of organic chemistry,2012,77(17):7299-7306. |
| APA | Ni L,Yang WW,Li ZJ,Wu D,&Gao X.(2012).Regioselective Oxazolination of C-70(2-) and Formation of cis-1 C-70 Adduct with Respect to the Apical Pentagon.journal of organic chemistry,77(17),7299-7306. |
| MLA | Ni L,et al."Regioselective Oxazolination of C-70(2-) and Formation of cis-1 C-70 Adduct with Respect to the Apical Pentagon".journal of organic chemistry 77.17(2012):7299-7306. |
入库方式： OAI收割
来源：长春应用化学研究所
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