Sonochemical Synthesis of Fullerene C60/Anthracene Diels-Alder Mono and Bis-adducts

被引:30
|
作者
Cataldo, Franco [1 ]
Anibal Garcia-Hernandez, D. [2 ,3 ]
Manchado, Arturo [2 ,3 ,4 ]
机构
[1] Actinium Chem Res Srl, I-00133 Rome, Italy
[2] Inst Astrofis Canarias, E-38200 San Cristobal la Laguna, Spain
[3] ULL, Dept Astrofis, San Cristobal la Laguna, Spain
[4] CSIC, Madrid, Spain
关键词
fullerene; anthracene; Diels-Alder adducts; Sonochemical synthesis; thermal analysis; COMPLEX-FORMATION; C-60; ANTHRACENES; CHEMISTRY; CYCLOADDITION; SERIES; C-70;
D O I
10.1080/1536383X.2012.702160
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The sonication of a mixture of C-60 fullerene and anthracene in benzene yields the trans-1 bis-adduct C-60(anthracene)(2) in 52% yield. The bis-adduct is accompanied by the monoadduct C-60(anthracene) in 26% yield. The reaction products of the sonochemical synthesis were identified by FT-IR and electronic absorption spectroscopy. The composition of adducts and their thermal stability was studied by thermogravimetric analysis (TGA) and by differential thermal analysis (DTA). The advantages of the sonochemical synthesis in terms of yields and regioselectivity toward the highly symmetric trans-1 bis-adduct C-60(anthracene)(2) are outlined.
引用
收藏
页码:565 / 574
页数:10
相关论文
共 50 条
  • [41] Evidence for C-13-satellites in EPR spectra of [60]-fullerene malonate bis-adducts mono-anion radicals
    Brezova, V
    Stasko, A
    Rapta, P
    Guldi, DM
    Asmus, KD
    Dinse, KP
    CHEMICKE LISTY, 1997, 91 (09): : 728 - 729
  • [42] 3He@C60 as a Concise Probe in Complex Systems: Diels-Alder Reac-tions of Fullerene with Different Bis Anthracene Compounds
    Zhao, Siqi
    Wang, Xiang
    Xiong, Xuewei
    Zhou, Jinrong
    Liang, Yong
    Zhang, Yanfei
    Lin, Yulin
    Cross Jr, R. James
    Su, Peifeng
    Sauders, Martin
    Haixu, H. X.
    CHEMISTRYSELECT, 2024, 9 (07):
  • [43] Diels-Alder reactions of fullerene C-60 and 4-hydroxytropones
    Mori, A
    Takamori, Y
    Takeshita, H
    CHEMISTRY LETTERS, 1997, (05) : 395 - 396
  • [44] OXIDATION OF ALIPHATIC SIDE-CHAINS IN ANTHRACENE DIELS-ALDER ADDUCTS
    MCCORMICK, FA
    MARQUARDT, DJ
    TETRAHEDRON LETTERS, 1994, 35 (29) : 5169 - 5172
  • [45] Diels-Alder adducts of C-60 and resin acid derivatives: Synthesis, electrochemical and fluorescence properties
    Gigante, B
    Santos, C
    Fonseca, T
    Curto, MJM
    Luftmann, H
    Bergander, K
    Berberan-Santos, MN
    TETRAHEDRON, 1999, 55 (19) : 6175 - 6182
  • [46] Light-Controlled Regioselective Synthesis of Fullerene Bis-Adducts
    Dordevic, Luka
    Casimiro, Lorenzo
    Demitri, Nicola
    Baroncini, Massimo
    Silvi, Serena
    Arcudi, Francesca
    Credi, Alberto
    Prato, Maurizio
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (01) : 313 - 320
  • [47] Reductive electrolysis of [60]fullerene mono-methanoadducts in THF leads to the formation of bis-adducts in high yields
    Beulen, MWJ
    Rivera, JEA
    Herranz, MA
    Martín-Domenech, A
    Martín, N
    Echegoyen, L
    CHEMICAL COMMUNICATIONS, 2001, (05) : 407 - 408
  • [48] [60]Fullerene adducts with 9-substituted anthracenes: mechanochemical preparation and retro Diels-Alder reaction
    Wang, GW
    Chen, ZX
    Murata, Y
    Komatsu, K
    TETRAHEDRON, 2005, 61 (20) : 4851 - 4856
  • [49] Highly Thermally-Stable Diels-Alder Adducts of [60]Fullerene with 2-Cycloalkenones and Their Acetals
    Takeshita, H.
    Liu, J.-F.
    Kato, N.
    Mori, A.
    Chemistry Letters, (05):
  • [50] HIGHLY THERMALLY-STABLE DIELS-ALDER ADDUCTS OF [60]FULLERENE WITH 2-CYCLOALKENONES AND THEIR ACETALS
    TAKESHITA, H
    LIU, JF
    KATO, N
    MORI, A
    ISOBE, R
    CHEMISTRY LETTERS, 1995, (05) : 377 - 378