Halogen bonding organocatalysis enhanced through intramolecular hydrogen bonds

被引:25
|
作者
Riel, Asia Marie S. [1 ]
Decato, Daniel A. [1 ]
Sun, Jiyu [1 ]
Berryman, Orion B. [1 ]
机构
[1] Univ Montana, 32 Campus Dr, Missoula, MT 59812 USA
基金
美国国家科学基金会;
关键词
ORGANIC FLUORINE; COOPERATIVITY; PREORGANIZATION; CATALYSIS;
D O I
10.1039/d1cc05475a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Recent results indicate a halogen bond donor is strengthened through direct interaction with a hydrogen bond to the electron-rich belt of the halogen. Here, this Hydrogen Bond enhanced Halogen Bond (HBeXB) plays a clear role in a catalyst. Our HBeXB catalyst improves product conversion in a halide abstraction reaction over a traditional halogen bonding derivative.
引用
收藏
页码:1378 / 1381
页数:4
相关论文
共 50 条
  • [1] Anion recognition using enhanced halogen bonding through intramolecular hydrogen bonds - a computational insight
    Orenha, Renato Pereira
    Pereira Furtado, Saulo Samuel
    Caramori, Giovanni Finoto
    Piotrowski, Mauricio Jeomar
    Munoz-Castro, Alvaro
    Tame Parreira, Renato Luis
    NEW JOURNAL OF CHEMISTRY, 2023, 47 (09) : 4439 - 4447
  • [2] Preorganization-enhanced halogen bonding via intramolecular hydrogen bonding: a theoretical study
    Huang, Yanling
    Zhang, Shaoze
    Xu, Zhijian
    Liu, Honglai
    Lu, Yunxiang
    STRUCTURAL CHEMISTRY, 2020, 31 (05) : 1999 - 2009
  • [3] Preorganization-enhanced halogen bonding via intramolecular hydrogen bonding: a theoretical study
    Yanling Huang
    Shaoze Zhang
    Zhijian Xu
    Honglai Liu
    Yunxiang Lu
    Structural Chemistry, 2020, 31 : 1999 - 2009
  • [4] Halogen Bonds in Organic Synthesis and Organocatalysis
    Schindler, S.
    Huber, Stefan M.
    HALOGEN BONDING II: IMPACT ON MATERIALS CHEMISTRY AND LIFE SCIENCES, 2015, 359 : 167 - 203
  • [5] Halogen Bonding in Organic Synthesis and Organocatalysis
    Bulfield, David
    Huber, Stefan M.
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (41) : 14434 - 14450
  • [6] INTRAMOLECULAR HYDROGEN BONDS .11. INTRAMOLECULAR HYDROGEN BONDING ABILITY OF SULFUR
    MORI, N
    TAKAHASH.Y
    TSUZUKI, Y
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1967, 40 (11) : 2720 - +
  • [7] Role of intramolecular hydrogen bonds in the intermolecular hydrogen bonding of carbohydrates
    Luque, FJ
    López, JM
    de la Paz, ML
    Vicent, C
    Orozco, M
    JOURNAL OF PHYSICAL CHEMISTRY A, 1998, 102 (33): : 6690 - 6696
  • [8] Intramolecular halogen-halogen bonds?
    Johansson, Mikael P.
    Swart, Marcel
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2013, 15 (27) : 11543 - 11553
  • [10] Enhanced intramolecular amide-amide hydrogen bonding through cooperativity
    Gung, BW
    Zhu, ZH
    TETRAHEDRON LETTERS, 1996, 37 (13) : 2189 - 2192