First kinetic evidence for the CH/π and π/π solute-solvent interaction of C60 in the Diels-Alder reaction with cyclohexadiene

被引：6
|
作者：
Oshima, Takumi [1 ]
Mikie, Tsubasa [1 ]
Ikuma, Naohiko [1 ]
Yakuma, Hajime [1 ]
机构：
[1] Osaka Univ, Grad Sch Engn, Suita, Osaka, Japan
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 09期
关键词：
HALOFORM INTERCALATED C-60; FACE AROMATIC INTERACTIONS; MOLECULAR TORSION BALANCE; SUPRAMOLECULAR CHEMISTRY; CHEMICAL-REACTIVITY; FULLERENES C-60; SOLID-STATE; SOFT ACIDS; C-70; SOLUBILITY;
D O I：
10.1039/c2ob06748j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first CH/pi solute-solvent interaction of C-60 was evidenced by the kinetic solvent effects in the Diels-Alder reaction with 1,3-cyclohexadiene based on the evaluation of linear free energy relationship of log k(2) with empirical solvent polarity and basicity parameters, E-T(30) and D-pi, respectively.
引用
收藏
页码：1730 / 1734
页数：5
相关论文
共 50 条
  • [1] Kinetics of the Diels-Alder reaction between C60 and acenes
    Sarova, GH
    Berberan-Santos, MN
    CHEMICAL PHYSICS LETTERS, 2004, 397 (4-6) : 402 - 407
  • [2] Concerted Diels-Alder reaction between anthracene and C60
    Chronakis, N
    Orfanopoulos, M
    TETRAHEDRON LETTERS, 2001, 42 (06) : 1201 - 1204
  • [3] Studied on the Diels-Alder reaction of C60 with heteroatomic diene
    Zeng, HP
    ACTA CHIMICA SINICA, 2000, 58 (04) : 464 - 466
  • [4] The Diels-Alder reaction of C60 and cyclopentadiene in mesoporous silica as a reaction medium
    Minakata, Satoshi
    Nagamachi, Toshiki
    Nakayama, Kazuhisa
    Suzuki, Takeyuki
    Tanaka, Takanori
    CHEMICAL COMMUNICATIONS, 2011, 47 (22) : 6338 - 6340
  • [5] Kinetic Study of the Diels-Alder Reaction of Li+@C60 with Cyclohexadiene: Greatly Increased Reaction Rate by Encapsulated Li+
    Ueno, Hiroshi
    Kawakami, Hiroki
    Nakagawa, Koji
    Okada, Hiroshi
    Ikuma, Naohiko
    Aoyagi, Shinobu
    Kokubo, Ken
    Matsuo, Yutaka
    Oshima, Takumi
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (31) : 11162 - 11167
  • [6] Chemical Thermodynamics Applied to the Diels-Alder Reaction of C60 Fullerene with Polyacenes
    Cataldo, Franco
    Anibal Garcia-Hernandez, D.
    Manchado, Arturo
    FULLERENES NANOTUBES AND CARBON NANOSTRUCTURES, 2015, 23 (09) : 760 - 768
  • [7] Surprising Dynamics Phenomena in the Diels-Alder Reaction of C60 Uncovered with AI
    Hou, Yi-Fan
    Zhang, Quanhao
    Dral, Pavlo O.
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (20): : 15041 - 15047
  • [8] SOLUTION THERMODYNAMICS AND KINETIC SOLVENT EFFECTS ON A DIELS-ALDER REACTION
    WONG, KF
    ECKERT, CA
    TRANSACTIONS OF THE FARADAY SOCIETY, 1970, 66 (573): : 2313 - &
  • [9] Regioselective Diels-Alder reaction to open-cage ketolactam derivatives of C60
    Tanaka, Teruhiko
    Nojiri, Ryuichi
    Sugiyama, Yoshiki
    Sawai, Ryouhei
    Takahashi, Toshikazu
    Fukaya, Norihisa
    Choi, Jun-Chul
    Kabe, Yoshio
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (29) : 6136 - 6146
  • [10] Kinetics and regioselectivity in the Diels-Alder reaction of fulleroids vs. methanofullerene and C60
    Ikuma, Naohiko
    Susami, Yasunori
    Oshima, Takumi
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (06) : 1394 - 1398
12345