Intramolecular Hydrogen-Bond Activation: Strategies, Benefits, and Influence in Catalysis

被引:18
|
作者
Guerrero-Corella, Andrea [1 ]
Fraile, Alberto [1 ,2 ]
Aleman, Jose [1 ,2 ]
机构
[1] Univ Autonoma Madrid, Dept Organ Chem, Modulo 1, Madrid 28049, Spain
[2] Univ Autonoma Madrid, Inst Adv Res Chem Sci IAdChem, Madrid 28049, Spain
来源
ACS ORGANIC & INORGANIC AU | 2022年 / 2卷 / 03期
基金
欧洲研究理事会;
关键词
intramolecular activation; hydrogen bonding; organocatalysis; metal catalysis; bifunctional catalysis; asymmetric synthesis; ENANTIOSELECTIVE TRANSFER HYDROGENATION; AZOMETHINE YLIDES; MICHAEL ADDITION; CYCLOADDITION; IMINES; DONORS;
D O I
10.1021/acsorginorgau.1c00053
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The activation of molecules through intramolecular hydrogen-bond formation to promote chemical reactions appears as a suitable strategy in organic synthesis, especially for the preparation of chiral compounds under metal and organocatalytic conditions. The use of this interaction has enabled reactivity enhancement of reagents, as well as stabilization of the chemical species and enantiocontrol of the processes.
引用
收藏
页码:197 / 204
页数:8
相关论文
共 50 条
  • [1] Hydrogen-bond catalysis
    Mansouri, Maryam
    IRANIAN JOURNAL OF CATALYSIS, 2021, 11 (02): : 191 - 197
  • [2] FLP-catalysis meets hydrogen-bond activation
    Sitte, Nikolai A.
    Koering, Laura
    Roesky, Peter W.
    Paradies, Jan
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (37) : 7321 - 7325
  • [3] INTRAMOLECULAR HYDROGEN-BOND IN XYLETHANE
    RIVKINA, TV
    MIRFAIZOV, KM
    ZHUBANOV, BA
    ZHURNAL FIZICHESKOI KHIMII, 1983, 57 (10): : 2592 - 2593
  • [4] INTRAMOLECULAR HYDROGEN-BOND IN MALONALDEHYDE
    ROWE, WF
    DUERST, RW
    WILSON, EB
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (13) : 4021 - 4023
  • [5] KINETICS AND THERMODYNAMICS OF INTRAMOLECULAR AND INTERMOLECULAR CARBON HYDROGEN-BOND ACTIVATION
    JONES, WD
    FEHER, FJ
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (03) : 620 - 631
  • [6] Multiple Hydrogen-Bond Activation in Asymmetric BrOnsted Acid Catalysis
    Liao, Hsuan-Hung
    Hsiao, Chien-Chi
    Atodiresei, Iuliana
    Rueping, Magnus
    CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (30) : 7718 - 7723
  • [7] THE HYDROGEN-BOND AS A KEY FACTOR IN EFFICIENT INTRAMOLECULAR PROTON-TRANSFER CATALYSIS
    KIRBY, AJ
    PERCY, JM
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (23) : 1774 - 1775
  • [8] POLARITY AND STRENGTH OF INTRAMOLECULAR HYDROGEN-BOND
    GURYANOVA, EN
    GOLDSHTEIN, IP
    PEREPELKOVA, TI
    USPEKHI KHIMII, 1976, 45 (09) : 1568 - 1593
  • [9] INTRAMOLECULAR HYDROGEN-BOND IN ALKYLENEDIPHENOLS AND THIODIPHENOLS
    DURMIS, J
    VRABEC, S
    HOLCIK, J
    KARVAS, M
    CHEMICKE ZVESTI, 1974, 28 (01): : 132 - 137
  • [10] Hydrogen-bond catalysis in biomass valorization
    Zhang, Yingchuan
    Huber, George W.
    Guo, Zhengxiao
    CHEM, 2025, 11 (02):