Methane in an Open-Cage [60]Fullerene

被引:61
|
作者
Whitener, Keith E., Jr. [1 ]
Cross, R. James [1 ]
Saunders, Martin [1 ]
Iwamatsu, Sho-ichi [2 ]
Murata, Shizuaki [2 ]
Mizorogi, Naomi [3 ]
Nagase, Shigeru [3 ]
机构
[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA
[2] Nagoya Univ, Grad Sch Environm Studies, Chikusa Ku, Nagoya, Aichi 4648601, Japan
[3] Inst Mol Sci, Dept Theoret & Computat Mol Sci, Aichi 4448585, Japan
关键词
FULLERENE C-60; MOLECULES; ENCAPSULATION; H-2; DERIVATIVES; WATER;
D O I
10.1021/ja901383r
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An endohedral methane complex of a fullerene, derivative is first synthesized by insertion of a methane molecule through the opening of an open-cage C-60 derivative. The trapped methane is confirmed by NMR spectroscopy and mass spectrometry. Both methane carbon and protons show remarkable upfield shifts in NMR, characteristic of a chemical species in a fullerene cage. CH4 protons appear as one equivalent signal in the H-1 NMR spectrum, suggesting that even methane can rotate in a C-60 cage.
引用
收藏
页码:6338 / +
页数:3
相关论文
共 50 条
  • [41] Solid-state NMR spectroscopy of molecular hydrogen trapped inside an open-cage fullerene
    Carravetta, M
    Murata, Y
    Murata, M
    Heinmaa, I
    Stern, R
    Tontcheva, A
    Samoson, A
    Rubin, Y
    Komatsu, K
    Levitt, MH
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (13) : 4092 - 4093
  • [42] Efficient synthesis of open-cage fullerene derivatives having 16-membered-ring orifices
    Roubelakis, Manolis M.
    Murata, Yasujiro
    Komatsu, Koichi
    Orfanopoulos, Michael
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (18): : 7042 - 7045
  • [43] Construction of a Metal-Free Electron Spin System by Encapsulation of an NO Molecule Inside an Open-Cage Fullerene C60 Derivative
    Hasegawa, Shota
    Hashikawa, Yoshifumi
    Kato, Tatsuhisa
    Murata, Yasujiro
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (39) : 12804 - 12808
  • [44] 100% encapsulation of a hydrogen molecule into an open-cage fullerene derivative and gas-phase generation of H2@C60
    Murata, Y
    Murata, M
    Komatsu, K
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (24) : 7152 - 7153
  • [45] Synthesis of Open-Cage Fullerene Derivatives Containing Multiple Hydroxyl and Amino Groups on the Rim of the Orifice
    Liu, Xueli
    Gao, Rui
    Liu, Zhen
    Ming, Jialin
    Qiu, Yi
    Su, Jie
    Gan, Liangbing
    CHINESE JOURNAL OF CHEMISTRY, 2023, 41 (12): : 1471 - 1477
  • [46] ORGN 802-The outside knows the difference inside: Trapping helium by immediate reduction of orifice size of an open-cage fullerene and NMR investigations of the effect of encapsulated helium and hydrogen to the proton directly attached to the open-cage fullerene sphere
    Chuang, Shih-Ching
    Murata, Yasujiro
    Murata, Michihisa
    Komatsu, Koichi
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
  • [47] Synthesis of 18-Membered Open-Cage Fullerenes through Controlled Stepwise Fullerene Skeleton Bond Cleavage Processes and Substituent-Mediated Tuning of the Redox Potential of Open-Cage Fullerenes
    Yu, Yuming
    Xie, Xiang
    Zhang, Tong
    Liu, Shuming
    Shao, Yuanhua
    Gan, Liangbing
    Li, Yuliang
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (24): : 10148 - 10153
  • [48] Regioselective Diels-Alder Reactions Directed by Carbonyl Groups on the Rim of Open-Cage Fullerene Derivatives
    Xu, Liang
    Zhang, Qianyan
    Zhang, Gang
    Liang, Sisi
    Yu, Yuming
    Gan, Liangbing
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (32) : 7272 - 7276
  • [49] Aromaticity in Fully ?-Conjugated Open-Cage Molecules
    Wu, Shaofei
    Ni, Yong
    Han, Yi
    Xin, Shan
    Hou, Xudong
    Zhu, Jun
    Li, Zhengtao
    Wu, Jishan
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (50) : 23158 - 23167
  • [50] Formation of trimethylsilylated open-cage oligomeric azidophenylsilsesquioxanes
    Ervithayasuporn, Vuthichai
    Wang, Xin
    Gacal, Burcin
    Gacal, Bahadir N.
    Yagci, Yusuf
    Kawakami, Yusuke
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (10) : 2193 - 2198