Formation of Fullerooxazoles from C61HPh3-: The Regioselectivity of Heteroatom Additions
文献类型：期刊论文
| 作者 | Li FF ; Yang WW ; He GB ; Gao X |
| 刊名 | journal of organic chemistry
 |
| 出版日期 | 2009 |
| 卷号 | 74期号:21页码:8071-8077 |
| 关键词 | ELECTRON-TRANSFER FULLERENE DERIVATIVES ALKYL BROMIDES NITRILE OXIDES C-60 ADDUCTS ELECTROSYNTHESIS FUNCTIONALIZATION CHEMISTRY GENERATION FULLEROIDS |
| ISSN号 | 0022-3263 |
| 通讯作者 | gao x |
| 中文摘要 | the formation of fullerooxazoles from c61hph3- has been examined in benzonitrile (phcn), m-methoxybenzonitrile (m-och3phcn), m-tolunitrile (m-ch3phcn), and o-tolunitrile (o-ch3phcn), where cis-1 bisadducts wit h ph-, m-och3ph-, m-ch3ph-, and o-ch3ph-substituted cyclic imidate next to the phenylmethano are formed its evidenced by various characterizations. interestingly, only regioisomers 2a-d with the oxygen atom bonded to c4/c5 and the nitrogen atom bonded to c3/c6 are generated its demonstrated by heteronuclear multiple bond coherence (hmbc) nmr, while the alternative regioisomers 3a-d, which have the oxygen and nitrogen atoms at c3/c6 and c4/c5, respectively, are not formed from the reactions, even though the dft (density functional theory) calculations have predicted that the energy differences between the two types of regioisomers are very small, with regioisomers 3a-d actually having lower energies than 2a-d the results are rationalized by the charge distributions of c61hph3-, where computational calculations have shown that the negative charges on c4 and c5 are greater than those on c3 and c6, indicating that the exhibited site selectivity of heteroatoms is a result of the charge-directed addition process |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000271113400007 |
| 公开日期 | 2010-06-18 |
| 源URL | [http://202.98.16.49/handle/322003/12659]  |
| 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 | Li FF,Yang WW,He GB,et al. Formation of Fullerooxazoles from C61HPh3-: The Regioselectivity of Heteroatom Additions[J]. journal of organic chemistry,2009,74(21):8071-8077. |
| APA | Li FF,Yang WW,He GB,&Gao X.(2009).Formation of Fullerooxazoles from C61HPh3-: The Regioselectivity of Heteroatom Additions.journal of organic chemistry,74(21),8071-8077. |
| MLA | Li FF,et al."Formation of Fullerooxazoles from C61HPh3-: The Regioselectivity of Heteroatom Additions".journal of organic chemistry 74.21(2009):8071-8077. |
入库方式： OAI收割
来源：长春应用化学研究所
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