Preparation and characterisation of an equatorial para-adduct of (PhCH(2)) HC(70) from the reaction of C(70)(2-) with benzyl bromide and H(2)O: addition effects in the polar and equatorial regions of C(70)
文献类型：期刊论文
| 作者 | Ni L ; Chang WW ; Hou HL ; Li ZJ ; Gao X |
| 刊名 | organic & biomolecular chemistry
 |
| 出版日期 | 2011 |
| 卷号 | 9期号:19页码:6646-6653 |
| 关键词 | RING CURRENTS SPHERICAL AROMATICITY FULLERENE DERIVATIVES REDUCTION POTENTIALS RADICAL REACTIONS ELECTRON-TRANSFER ALKYL BROMIDES C-60 FUNCTIONALIZATION CHEMISTRY |
| ISSN号 | 1477-0520 |
| 通讯作者 | gao x |
| 中文摘要 | benzyl(hydro)[70] fullerene regioisomers with the addends in both the equatorial and polar regions of c(70) have been prepared via the reaction of dianionic c(70) with benzyl bromide and h(2)o. hrms, uv-vis, (1)h, (13)c, hmqc (heteronuclear multiple quantum coherence) and hmbc (heteronuclear multiple bond coherence) nmr characterisations have shown that the addition in the equatorial region of c(70) affords a new (phch(2)) hc(70) regioisomer with para-positioned addends across a six-membered ring, which is different from the "polar" regioisomers where the addends have an ortho-addition pattern. (1)hnmr characterisations have shown a much stronger shielding effect for the addends in the equatorial region with respect to the counterparts in the polar region of c(70), while cyclic voltammetry study has shown a surprising positive shift for the first reduction potential of the equatorial regioisomer with respect to those of the polar regioisomer and pristine c(70), suggesting that the equatorial region of c(70) is rather electropositive than electronegative. d(2)o experiment has shown a significant difference of the deuterated product distribution between the equatorial and polar regioisomers, which can be justified by the different acidity of the (phch(2)) hc(70) regioisomers. computational calculations have been carried out to rationalize the formation of the c(70)hr regioisomers. |
| 收录类别 | SCI收录期刊论文 |
| 语种 | 英语 |
| 公开日期 | 2012-06-12 |
| 源URL | [http://ir.ciac.jl.cn/handle/322003/45084]  |
| 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,Chang WW,Hou HL,et al. Preparation and characterisation of an equatorial para-adduct of (PhCH(2)) HC(70) from the reaction of C(70)(2-) with benzyl bromide and H(2)O: addition effects in the polar and equatorial regions of C(70)[J]. organic & biomolecular chemistry,2011,9(19):6646-6653. |
| APA | Ni L,Chang WW,Hou HL,Li ZJ,&Gao X.(2011).Preparation and characterisation of an equatorial para-adduct of (PhCH(2)) HC(70) from the reaction of C(70)(2-) with benzyl bromide and H(2)O: addition effects in the polar and equatorial regions of C(70).organic & biomolecular chemistry,9(19),6646-6653. |
| MLA | Ni L,et al."Preparation and characterisation of an equatorial para-adduct of (PhCH(2)) HC(70) from the reaction of C(70)(2-) with benzyl bromide and H(2)O: addition effects in the polar and equatorial regions of C(70)".organic & biomolecular chemistry 9.19(2011):6646-6653. |
入库方式： OAI收割
来源：长春应用化学研究所
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