Activation of alkynes by chalcogen bonding: a Se⋯π interaction catalyzed intramolecular cyclization of 1,6-diynes

被引:5
|
作者
Pang, Yuanling
Zhao, Zhiguo
Wang, Yao [1 ]
机构
[1] Shandong Univ, Sch Chem & Chem Engn, 27 Shanda Nanlu, Jinan 250100, Shandong, Peoples R China
基金
中国国家自然科学基金;
关键词
DONORS;
D O I
10.1039/d3cc04096h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The activation of the triple bond of alkynes was dominated by transition metals, while it is difficult for organocatalysts to play an effective role in this realm. Herein, we describe the activation of alkynes by chalcogen bonding, and the weak SeMIDLINE HORIZONTAL ELLIPSIS pi interaction was capable of catalyzing the intramolecular cyclization of 1,6-diynes, thus adding a new capability in the list of supramolecular catalysis. The activation of alkynes was achieved by SeMIDLINE HORIZONTAL ELLIPSIS pi bonding, enabling cyclization of 1,6-diynes to take place.
引用
收藏
页码:12278 / 12281
页数:4
相关论文
共 50 条
  • [1] Ruthenium-catalyzed carboxylative cyclization of 1,6-diynes
    Kim, Hahn
    Goble, Stephen D.
    Lee, Chulbom
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (05) : 1030 - 1031
  • [2] Ruthenium-catalyzed decarbonylative cyclization of 1,6-diynes
    Gonzalez-Rodriguez, Carlos
    Varela, Jesus A.
    Castedo, Luis
    Saa, Carlos
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (43) : 12916 - +
  • [3] Ruthenium-catalyzed Hydrocarbamoylative Cyclization of 1,6-Diynes with Formamides
    Mori, Shota
    Shibuya, Masatoshi
    Yamamoto, Yoshihiko
    CHEMISTRY LETTERS, 2017, 46 (02) : 207 - 210
  • [4] Cobalt-Catalyzed Cyclization/Hydroboration of 1,6-Diynes with Pinacolborane
    Huang, Qiang
    Hu, Meng-Yang
    Zhu, Shou-Fei
    ORGANIC LETTERS, 2019, 21 (19) : 7883 - 7887
  • [5] A CATALYTIC REDUCTIVE CYCLIZATION OF 1,6-DIYNES
    TROST, BM
    LEE, DC
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (21) : 7255 - 7258
  • [6] Au(I)-Catalyzed Domino Cyclization of 1,6-Diynes Incorporated with Indole
    Chen, Guzhou
    Liu, Peng-Yu
    Zou, Huanhuan
    Hu, Jiadong
    Fang, Xiaowu
    Xu, Dongyang
    He, Yu-Peng
    Wei, Hongbo
    Xie, Weiqing
    ORGANIC LETTERS, 2021, 23 (06) : 2279 - 2284
  • [7] PALLADIUM-CATALYZED CARBONYLATION OF ALKYNES .3. CYCLOCARBONYLATION OF 1,6-DIYNES
    CHIUSOLI, GP
    COSTA, M
    GERBELLA, M
    SALERNO, G
    GAZZETTA CHIMICA ITALIANA, 1985, 115 (12): : 697 - 699
  • [8] Gold-Catalyzed Cyclizations of 1,6-Diynes
    Sperger, Christian
    Fiksdahl, Anne
    ORGANIC LETTERS, 2009, 11 (11) : 2449 - 2452
  • [9] Gold-catalyzed hydrative cyclization of 1,6-diynes in ionic liquid media
    Cui, Dong-Mei
    Ke, Yi-Na
    Zhuang, Dan-Wen
    Wang, Qian
    Zhang, Chen
    TETRAHEDRON LETTERS, 2010, 51 (06) : 980 - 982
  • [10] Dirhodium-Catalyzed [2+2+2] Cycloaddition of 1,6-Diynes and Alkynes
    Gao, Xiang
    Li, Wendeng
    Chen, Yang
    Wu, Rui
    Zhu, Shifa
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (23): : 17248 - 17259