Concerted Diels-Alder reaction between anthracene and C60

被引：18
|
作者：
Chronakis, N [1 ]
Orfanopoulos, M [1 ]
机构：
[1] Univ Crete, Dept Chem, Iraklion 71409, Crete, Greece
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 06期
关键词：
fullerenes; 4+2] cycloaddition; isotope effects; hyperconjugation;
D O I：
10.1016/S0040-4039(00)02211-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Diels-Alder reaction of anthracene with C-60 has been investigated experimentally by using secondary isotope effects. The inverse alpha -secondary isotope effect in conjunction with the unity value of the P-secondary isotope effect indicates a concerted mechanism for the title reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1201 / 1204
页数：4
相关论文
共 50 条
  • [21] EVIDENCE FOR THE CONCERTED MECHANISM OF THE DIELS-ALDER REACTION OF BUTADIENE WITH ETHYLENE
    HOUK, KN
    LIN, YT
    BROWN, FK
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (03) : 554 - 556
  • [22] Theoretical analysis of concerted and stepwise mechanisms of Diels-Alder reaction between butadiene and ethylene
    Sakai, S
    JOURNAL OF PHYSICAL CHEMISTRY A, 2000, 104 (05): : 922 - 927
  • [23] Theoretical study of the semiconductivity of some C60 Diels-Alder adducts.
    Sobarzo-Sánchez, E
    Gómez-Jeria, JS
    BOLETIN DE LA SOCIEDAD CHILENA DE QUIMICA, 1999, 44 (02): : 191 - 197
  • [24] HEAT OF DIELS-ALDER REACTION AND REACTIVITY OF SUBSTITUTED ANTHRACENE IN REACTION WITH TETRACYANOETHYLENE
    KISELEV, VD
    KONOVALOV, AI
    VEISMAN, EA
    USTYUGOV, AN
    ZHURNAL ORGANICHESKOI KHIMII, 1978, 14 (01): : 128 - 134
  • [25] Diels-Alder Reaction between Cyclopentadiene and C60: An Analysis of the Performance of the ONIOM Method for the Study of Chemical Reactivity in Fullerenes and Nanotubes
    Osuna, Silvia
    Morera, Josep
    Cases, Montserrat
    Morokuma, Keiji
    Sola, Miquel
    JOURNAL OF PHYSICAL CHEMISTRY A, 2009, 113 (35): : 9721 - 9726
  • [26] A multiscale ONIOM study of the buckminsterfullerene (C60) Diels-Alder reaction: from model design to reaction path analysis
    Isamura, Bienfait Kabuyaya
    Lobb, Kevin Alan
    JOURNAL OF MOLECULAR MODELING, 2022, 28 (10)
  • [27] Diels-Alder reaction with anthracene and quinone derivatives on the dendritic periphery
    Kim, C
    Kim, H
    Park, K
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2004, 42 (09) : 2155 - 2161
  • [28] Enantioselective Diels-Alder reaction of anthracene by chiral tritylium catalysis
    Zhang, Qichao
    Lv, Jian
    Luo, Sanzhong
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2019, 15 : 1304 - 1312
  • [29] Synthesis of functionalized cyclopentenones via Diels-Alder reaction of anthracene
    Eaksinitkun, Gadesirin
    Phutdhawong, Waya
    Phutdhawong, Weerachai
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [30] Aromaticity interplay between quinodimethanes and C60 in Diels-Alder reactions:: Insights from a theoretical study
    Manoharan, M
    De Proft, F
    Geerlings, P
    JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (19): : 6132 - 6137
12345