Preparation of a 12-Membered Open-Cage Fullerendione through Silane/Borane-Promoted Formation of Ketal Moieties and Oxidation of a Vicinal Fullerendiol
文献类型:期刊论文
作者 | Zhang, Gang1; Zhang, Qianyan1; Jia, Zhenshan1; Liang, Sisi2; Gan, Liangbing1,2; Li, Yuliang1 |
刊名 | JOURNAL OF ORGANIC CHEMISTRY
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出版日期 | 2011-08-19 |
卷号 | 76期号:16页码:6743-6748 |
ISSN号 | 0022-3263 |
DOI | 10.1021/jo201143k |
英文摘要 | [60]Fullerene mixed peroxide C(60) (OH)(Cl)(OOtBu) reacts with PhMe(2)SiH/B(C(6)F(5))(3) to give oxahomofullerene. Mechanistic investigation indicates that the hydroxyl group in the central pentagon ring is essential to convert the tert-butylperoxo group into a ketal moiety. Migration of the silyl group and transformation of the siloxy group into a phenyl group are observed in the deprotection of the fullerene bound siloxy group. A 12-membered open-cage fullerendione was obtained through oxidation of a [6,6]-fullerendiol. This orifice could be closed to form ketal/hemilcetal moieties by BF(3)-catalyzed reaction with methanol. All of the new fullerene derivatives were characterized by spectroscopic data, and structure of the open-cage fullerendione was also confirmed by single-crystal X-ray analysis. |
语种 | 英语 |
WOS记录号 | WOS:000293759000027 |
出版者 | AMER CHEMICAL SOC |
源URL | [http://ir.iccas.ac.cn/handle/121111/71505] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Gan, Liangbing |
作者单位 | 1.Chinese Acad Sci, Inst Chem, CAS Key Lab Organ Solids, Beijing Natl Lab Mol Sci, Beijing 100080, Peoples R China 2.Peking Univ, Coll Chem & Mol Engn, Minist Educ, Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China |
推荐引用方式 GB/T 7714 | Zhang, Gang,Zhang, Qianyan,Jia, Zhenshan,et al. Preparation of a 12-Membered Open-Cage Fullerendione through Silane/Borane-Promoted Formation of Ketal Moieties and Oxidation of a Vicinal Fullerendiol[J]. JOURNAL OF ORGANIC CHEMISTRY,2011,76(16):6743-6748. |
APA | Zhang, Gang,Zhang, Qianyan,Jia, Zhenshan,Liang, Sisi,Gan, Liangbing,&Li, Yuliang.(2011).Preparation of a 12-Membered Open-Cage Fullerendione through Silane/Borane-Promoted Formation of Ketal Moieties and Oxidation of a Vicinal Fullerendiol.JOURNAL OF ORGANIC CHEMISTRY,76(16),6743-6748. |
MLA | Zhang, Gang,et al."Preparation of a 12-Membered Open-Cage Fullerendione through Silane/Borane-Promoted Formation of Ketal Moieties and Oxidation of a Vicinal Fullerendiol".JOURNAL OF ORGANIC CHEMISTRY 76.16(2011):6743-6748. |
入库方式: OAI收割
来源:化学研究所
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