Isolation and characterization of [5,6]-pyrrolidino-Sc3N@Ih-C80 diastereomers

被引:13
|
作者
Maeda, Yutaka [1 ]
Kimura, Masato [2 ]
Ueda, Chihiro [1 ]
Yamada, Michio [1 ]
Kikuchi, Toru [1 ]
Suzuki, Mitsuaki [1 ]
Wang, Wei-Wei [3 ]
Mizorogi, Naomi [2 ]
Karousis, Nikolaos [4 ]
Tagmatarchis, Nikos [4 ]
Hasegawa, Tadashi [1 ]
Olmstead, Marilyn M. [5 ]
Balch, Alan L. [5 ]
Nagase, Shigeru [3 ]
Akasaka, Takeshi [1 ,2 ,6 ,7 ]
机构
[1] Tokyo Gakugei Univ, Dept Chem, Koganei, Tokyo 1848501, Japan
[2] Univ Tsukuba, Life Sci Ctr, Tsukuba Adv Res Alliance, Tsukuba, Ibaraki 3058577, Japan
[3] Kyoto Univ, Fukui Inst Fundamental Chem, Kyoto 6068103, Japan
[4] Natl Hellen Res Fdn, Inst Theoret & Phys Chem, GR-11635 Athens, Greece
[5] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA
[6] Huazhong Univ Sci & Technol, Coll Mat Sci & Engn, Wuhan 430074, Peoples R China
[7] Fdn Advancement Int Sci, Tsukuba, Ibaraki 3050821, Japan
基金
美国国家科学基金会;
关键词
ENDOHEDRAL METALLOFULLERENES; ELECTROCHEMICAL PROPERTIES; THERMOCHEMICAL KINETICS; DENSITY FUNCTIONALS; M3N-AT-C-80; M; REACTIVITY; I-H-SC3N-AT-C-80; CYCLOADDITION; SC3N-AT-C-80; DERIVATIVES;
D O I
10.1039/c4cc04946b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reactions of Sc3N@I-h-C-80 with aziridine derivatives were conducted to afford the corresponding mono-adducts. A pair of diastereomers of the mono-adduct [5,6]-pyrrolidino-Sc3N@I-h-C-80 was isolated and characterized by means of mass spectrometry, vis-NIR absorption spectroscopy, and electrochemical measurements. Structural analysis of the mono-adducts was conducted by NMR and single-crystal X-ray structure determinations.
引用
收藏
页码:12552 / 12555
页数:4
相关论文
共 50 条
  • [31] On the stabilization of Sc3C@Ih (31924)-C80 by functionalization of fluorine
    Zhao, Yao-Xiao
    Zhao, Xiang
    CHEMICAL PHYSICS LETTERS, 2020, 759
  • [32] An Efficient Method to Separate Sc3N@C80 Ih and D5h Isomers and Sc3N@C78 by Selective Oxidation with Acetylferrocenium [Fe(COCH3C5H4)Cp]+
    Ceron, Maira R.
    Li, Fang-Fang
    Echegoyen, Luis
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (23) : 7410 - 7415
  • [33] Synthesis and Charge-Transfer Chemistry of La2@Ih-C80/Sc3N@Ih-C80Zinc-Porphyrin Conjugates: Impact of Endohedral Cluster
    Feng, Lai
    Radhakrishnan, Shankara Gayathri
    Mizorogi, Naomi
    Slanina, Zdenek
    Nikawa, Hidefumi
    Tsuchiya, Takahiro
    Akasaka, Takeshi
    Nagase, Shigeru
    Martin, Nazario
    Guldi, Dirk M.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (19) : 7608 - 7618
  • [34] Aromatic tripodal receptors for (C60-Ih)[5,6]fullerene
    Dell'Anna, Gian Maria
    Annunziata, Rita
    Benaglia, Maurizio
    Celentano, Giuseppe
    Cozzi, Franco
    Francesconi, Oscar
    Roelens, Stefano
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2009, 7 (18) : 3871 - 3877
  • [35] Photoreactions of Sc3N@C80 with Disilirane, Silirane, and Digermirane: A Photochemical Method to Separate Ih and D5h Isomers
    Kako, Masahiro
    Miyabe, Kyosuke
    Fukazawa, Shinpei
    Kanzawa, Shinji
    Yasui, Masanori
    Yamada, Michio
    Maeda, Yutaka
    Slanina, Zdenek
    Uhlik, Filip
    Adamowicz, Ludwik
    Papadopoulos, Ilias
    Guldi, Dirk M.
    Furukawa, Makoto
    Nagase, Shigeru
    Akasaka, Takeshi
    PHOTOCHEM, 2022, 2 (01): : 122 - 137
  • [36] Sc3N@Ih-C80 as a novel Lewis acid to trap abnormal N-heterocyclic carbenes: the unprecedented formation of a singly bonded [6,6,6]-adduct
    Chen, Muqing
    Bao, Lipiao
    Ai, Min
    Shen, Wangqiang
    Lu, Xing
    CHEMICAL SCIENCE, 2016, 7 (03) : 2331 - 2334
  • [37] Characterization of the bis-silylated endofullerene Sc3N@C80
    Wakahara, Takatsugu
    Iiduka, Yuko
    Ikenaga, Ozora
    Nakahodo, Tsukasa
    Sakuraba, Akihiro
    Tsuchiya, Takahiro
    Maeda, Yutaka
    Kako, Masahiro
    Akasaka, Takeshi
    Yoza, Kenji
    Horn, Ernst
    Mizorogi, Naomi
    Nagase, Shigeru
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (30) : 9919 - 9925
  • [38] Characterization of the bis-silylated endofullerene Sc3N@C 80
    Wakahara, Takatsugu
    Iiduka, Yuko
    Ikenaga, Ozora
    Nakahodo, Tsukasa
    Sakuraba, Akihiro
    Tsuchiya, Takahiro
    Maeda, Yutaka
    Kako, Masahiro
    Akasaka, Takeshi
    Yoza, Kenji
    Horn, Ernst
    Mizorogi, Naomi
    Nagase, Shigeru
    Journal of the American Chemical Society, 2006, 128 (30): : 9919 - 9925
  • [39] Dancing on a fullerene surface:: Isomerization of Y3N@(N-ethylpyrrolidino-C80) from the 6,6 to the 5,6 regioisomer
    Rodriguez-Fortea, Antonio
    Campanera, Josep M.
    Cardona, Claudia M.
    Echegoyen, Luis
    Poblet, Josep M.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (48) : 8176 - 8180
  • [40] Isolation and characterization of the endohedral metallofullerene Tb3N@C80
    Feng, L
    Xu, JX
    Shi, ZJ
    He, XR
    Gu, ZN
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2002, 23 (06): : 996 - 998