Reactions of C-70(2-) with Organic Halides Revisited: Unusual Magnetic Equivalence for the Diastereotopic Methylene Protons in 2,5-(PhCH2)(2)C-70
文献类型：期刊论文
| 作者 | Li SH ; Li ZJ ; Yang WW ; Gao X |
| 刊名 | journal of organic chemistry
 |
| 出版日期 | 2013 |
| 卷号 | 78期号:14页码:7208-7215 |
| 关键词 | FULLERENE CHEMISTRY CHEMICAL GENERATION ELECTRON-TRANSFER ALKYL BROMIDES C-60(2-) ANION ELECTROSYNTHESIS DERIVATIVES ADDUCTS DIHYDROFULLERENES SPECTROSCOPY |
| ISSN号 | 0022-3263 |
| 通讯作者 | gao x |
| 中文摘要 | the reactions of c-70(2-) with organic halides result in several isomeric products. however, the structures of the isomers have not been identified unambiguously and the reactions still remain elusive even though the first report of the reaction appeared more than ten years ago. herein, the reactions of c-70(2-) with arch2br (ar = ph, o-, m-, and p-brc6h4) are revisited. two types of isomeric para-adducts of 2,5- and 7,23-(arch2)(2)c-70 are obtained and characterized with the x-ray single-crystal diffractions, hrms, h-1 and c-13 nmr, and uv-vis spectroscopies. an unusual singlet resonance instead of the typical ab quartet resonance is shown for the c2 diastereotopic methylene protons in h-1 nmr spectrum of 2,5-(phch2)(2)c-70 recorded at ambient temperature. the unexpected magnetic equivalence is studied with the variable-temperature (vt) nmr and density functional theory (dft) calculations. the results show that the greater local curvature in the c-70 polar region is likely responsible for the unusual magnetic equivalence exhibited by the c2 diastereotopic methylene protons of 2,5-(phch2)(2)c-70, indicating that under certain cases, it is improbable to elucidate the spectral data of fullerene derivatives with a less symmetrical carbon cage in analogy with those of the c-60 derivatives. |
| 收录类别 | SCI收录期刊论文 |
| 语种 | 英语 |
| WOS记录号 | WOS:000322210700038 |
| 公开日期 | 2014-04-15 |
| 源URL | [http://ir.ciac.jl.cn/handle/322003/49725]  |
| 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 SH,Li ZJ,Yang WW,et al. Reactions of C-70(2-) with Organic Halides Revisited: Unusual Magnetic Equivalence for the Diastereotopic Methylene Protons in 2,5-(PhCH2)(2)C-70[J]. journal of organic chemistry,2013,78(14):7208-7215. |
| APA | Li SH,Li ZJ,Yang WW,&Gao X.(2013).Reactions of C-70(2-) with Organic Halides Revisited: Unusual Magnetic Equivalence for the Diastereotopic Methylene Protons in 2,5-(PhCH2)(2)C-70.journal of organic chemistry,78(14),7208-7215. |
| MLA | Li SH,et al."Reactions of C-70(2-) with Organic Halides Revisited: Unusual Magnetic Equivalence for the Diastereotopic Methylene Protons in 2,5-(PhCH2)(2)C-70".journal of organic chemistry 78.14(2013):7208-7215. |
入库方式： OAI收割
来源：长春应用化学研究所
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