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
  • [31] KINETIC AND THERMODYNAMIC CHARACTERISTICS OF THE PROTON INTRAMOLECULAR TRANSITION IN SYSTEMS WITH THE INTRAMOLECULAR HYDROGEN-BOND
    BUREIKO, SF
    OKTYABRSKII, VP
    KHIMICHESKAYA FIZIKA, 1985, 4 (10): : 1403 - 1408
  • [32] ACTIVATION OF THE HYDROGEN-BOND BY TRANSITION-METALS
    POULAIN, E
    COLMENARES, F
    CASTILLO, S
    NOVARO, O
    JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 1990, 69 : 337 - 351
  • [33] Anion-Abstraction Catalysis: The Cooperative Mechanism of α-Chloroether Activation by Dual Hydrogen-Bond Donors
    Ford, David D.
    Lehnherr, Dan
    Kennedy, C. Rose
    Jacobsen, Eric N.
    ACS CATALYSIS, 2016, 6 (07): : 4616 - 4620
  • [34] INTRAMOLECULAR HYDROGEN-BOND AND CHEMICAL-SHIFT OF A BRIDGED PROTON
    LUTSKII, AE
    GORDIENKO, VG
    ZHURNAL OBSHCHEI KHIMII, 1977, 47 (04): : 905 - 910
  • [35] INTRAMOLECULAR SHORT HYDROGEN-BOND - THE STRUCTURE OF BENZENESULPHONYLHYDRAZONE DERIVATIVE OF SALICYLALDEHYDE
    HUSSAIN, MS
    ALARFAJ, AR
    MAZZAH, A
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 1995, 25 (08) : 511 - 515
  • [36] Partition coefficients and intramolecular hydrogen bonding .2. The influence of partition solvents on the intramolecular hydrogen-bond stability of salicyclic acid derivatives
    Berthelot, M
    Laurence, C
    Lucon, M
    Rossignol, C
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1996, 9 (09) : 626 - 630
  • [37] "Hydridic Hydrogen-Bond Donors" Are Not Hydrogen-Bond Donors
    Santos, Lucas de Azevedo
    Vermeeren, Pascal
    Bickelhaupt, F. Matthias
    Guerra, Celia Fonseca
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2024, 146 (37) : 25701 - 25709
  • [38] INTRAMOLECULAR HYDROGEN-BOND IN 6-HYDROXY-1-FULVENECARBALDEHYDE
    FUESS, H
    LINDNER, HJ
    CHEMISCHE BERICHTE-RECUEIL, 1975, 108 (09): : 3096 - 3104
  • [39] INTRAMOLECULAR HYDROGEN-BOND AND ELECTROCHEMICAL PROPERTIES OF 2-HYDROXYACETOPHENONES
    STRADYN, YP
    GASANOV, BR
    ISKENDEROVA, TY
    SARDAROVA, SA
    KULIEV, FA
    ZHURNAL OBSHCHEI KHIMII, 1977, 47 (02): : 453 - 460
  • [40] INTRAMOLECULAR HYDROGEN-BOND ENERGIES .2. THE ETHANOL HALIDES
    SHAGIDULLIN, RR
    PLYAMOVATYI, AK
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1981, 30 (03): : 403 - 409
12345