Synthesis and Crystal Structure of a [70]Fullerene-Pentacene Monoadduct

被引：7
作者：
Shirai, Hitoshi [1 ]
Tajima, Tomoyuki [1 ]
Kubo, Kentaro [1 ]
Nishihama, Takuya [1 ]
Miyake, Hideaki [2 ]
Takaguchi, Yutaka [1 ]
机构：
[1] Okayama Univ, Grad Sch Environm & Life Sci, Kita Ku, 3-1-1 Tsushima Naka, Okayama 7008530, Japan
[2] Yamaguchi Univ, Grad Sch Sci & Engn, 2-16-1 Tokiwadai, Ube, Yamaguchi 7558611, Japan
来源：
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 2016年 / 89卷 / 04期
关键词：
C-60; C-70; FULLERODENDRON; CYCLOADDITION; FABRICATION; FULLERENES; MOLECULES; CHEMISTRY; ADDUCTS;
D O I：
10.1246/bcsj.20150378
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We succeeded in the first isolation of a single pure regioisomer of a C-70-acene monoadduct. 1,9-Diels-Alder monoadducts of C-70 with pentacene derivatives were obtained by not only the Diels-Alder reaction but also a one-pot reaction using stable dihydropentacene derivatives, 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), and C-70. The X-ray crystallographic study of a single pure regioisomer 2b confirmed positions of the linkage between C-70 and acenes for the first time, and revealed unique columnar stacks.
引用
收藏
页码：437 / 443
页数：7
相关论文
共 50 条
  • [1] Self-Assembly and Fluorescence Properties of [60]Fullerene-Pentacene Monoadducts
    Kubo, Kentaro
    Tajima, Tomoyuki
    Shirai, Hitoshi
    Nishihama, Takuya
    Takaguchi, Yutaka
    CHEMISTRYSELECT, 2017, 2 (08): : 2452 - 2456
  • [2] On the C60 Fullerene Adduct with Pentacene: Synthesis and Stability
    Cataldo, Franco
    Anibal Garcia-Hernandez, D.
    Manchado, Arturo
    FULLERENES NANOTUBES AND CARBON NANOSTRUCTURES, 2015, 23 (09) : 818 - 823
  • [3] Acenes adducts with C70 fullerene: Anthracene, tetracene and pentacene
    Anibal Garcia-Hernandez, D.
    Cataldo, Franco
    Manchado, Arturo
    FULLERENES NANOTUBES AND CARBON NANOSTRUCTURES, 2016, 24 (11) : 679 - 687
  • [4] Synthesis of a distinct water dimer inside fullerene C70
    Zhang, Rui
    Murata, Michihisa
    Aharen, Tomoko
    Wakamiya, Atsushi
    Shimoaka, Takafumi
    Hasegawa, Takeshi
    Murata, Yasujiro
    NATURE CHEMISTRY, 2016, 8 (05) : 435 - 441
  • [5] Morpholine Adduct of C70 Fullerene: Sonochemical Synthesis and Mechanism
    Kinzyabaeva, Z. S.
    RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2024, 97 (09) : 724 - 728
  • [6] Synthesis of glycosyls fullerene [C70] under ultrasonic irradiation
    Yoon, Shinsook
    Hwang, Sung Ho
    Ko, Weon Bae
    COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2008, 313 : 304 - 307
  • [7] Selective synthesis of a trifluoromethylated fullerene and the crystal structure of C60(CF3)12
    Troyanov, SI
    Dimitrov, A
    Kemnitz, E
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (12) : 1971 - 1974
  • [8] Design, Synthesis, and X-Ray Crystal Structure of a Fullerene-Linked Metal-Organic Framework
    Peng, Ping
    Li, Fang-Fang
    Neti, Venkata S. Pavan K.
    Metta-Magana, Alejandro J.
    Echegoyen, Luis
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (01) : 160 - 163
  • [9] Regiochemically Controlled Synthesis of a β-4-β′ [70]Fullerene Bis-Adduct
    Ceron, Maira R.
    Castro, Edison
    Neti, Venkata S. Pavan K.
    Dunk, Paul W.
    Echegoyen, Luis A.
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (02) : 893 - 897
  • [10] Regioisomeric α-[70]fullerene-fused lactones: Synthesis, characterization and solubility difference
    Li, Dan
    Li, Zong-Jun
    Li, Shu-Hui
    Xu, Li-Jun
    Gao, Xiang
    TETRAHEDRON LETTERS, 2020, 61 (51)
12345