Understanding organic reactions in water: from hydrophobic encounters to surfactant aggregates

被引:141
作者
Engberts, JBFN
Blandamer, MJ
机构
[1] Univ Groningen, Stratingh Inst, Phys Organ Chem Unit, NL-9747 AG Groningen, Netherlands
[2] Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England
关键词
D O I
10.1039/b104537g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A crucial factor in realising a green chemical process in solution involves the choice of a safe, non-toxic and cheap solvent. Water is the obvious choice. Despite solubility problems, considerable interest has developed recently in organic chemistry in water. This interest also results from the fact that association and chemical reactions often benefit noticeably from the special properties of water, resulting mainly from its small molecular size, its three-dimensional hydrogen-bond network and hydrophobic interactions which are so unique for liquid water. Here we discuss organic reactions and assembly processes in water, largely taken from experiments performed in the authors, laboratories. We show that non-covalent interactions in water can be utilised for fine tuning organic reactions in aqueous media.
引用
收藏
页码:1701 / 1708
页数:8
相关论文
共 96 条
  • [2] ALLAN S, 1997, WAY WATER SPROUTS VI, P24
  • [3] HEAT CAPACITIES OF ORGANIC COMPOUNDS IN SOLUTION .I. LOW MOLECULAR WEIGHT ALCOHOLS IN WATER
    ARNETT, EM
    KOVER, WB
    CARTER, JV
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (15) : 4028 - &
  • [4] THERMODYNAMICS OF MICELLE FORMATION BY 1-METHYL-4-ALKYLPYRIDINIUM HALIDES
    BIJMA, K
    ENGBERTS, JBFN
    HAANDRIKMAN, G
    VANOS, NM
    BLANDAMER, MJ
    BUTT, MD
    CULLIS, PM
    [J]. LANGMUIR, 1994, 10 (08) : 2578 - 2582
  • [5] Classification of calorimetric titration plots for alkyltrimethylammonium and alkylpyridinium cationic surfactants in aqueous solutions
    Bijma, K
    Engberts, JBFN
    Blandamer, MJ
    Cullis, PM
    Last, PM
    Irlam, KD
    Soldi, LG
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1997, 93 (08): : 1579 - 1584
  • [6] Effect of counterions and headgroup hydrophobicity on properties of micelles formed by alkylpyridinium surfactants. 2. Microcalorimetry
    Bijma, K
    Blandamer, MJ
    Engberts, JBFN
    [J]. LANGMUIR, 1998, 14 (01) : 79 - 83
  • [7] SOLVENT EFFECTS ON A DIELS-ALDER REACTION FROM COMPUTER-SIMULATIONS
    BLAKE, JF
    JORGENSEN, WL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) : 7430 - 7432
  • [8] ENHANCED HYDROGEN-BONDING OF WATER TO DIELS-ALDER TRANSITION-STATES - AB-INITIO EVIDENCE
    BLAKE, JF
    LIM, D
    JORGENSEN, WL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (04) : 803 - 805
  • [9] Vesicle -: α-amino acid and vesicle-amide interactions:: effects of added α-amino acids and amides on gel to liquid-crystal transitions for four aqueous vesicular systems
    Blandamer, MJ
    Briggs, B
    Cullis, PM
    Irlam, KD
    Engberts, JBFN
    Streefland, L
    [J]. THERMOCHIMICA ACTA, 2000, 364 (1-2) : 173 - 179
  • [10] Titration microcalorimetry of mixed alkyltrimethylammonium bromide surfactant aqueous solutions
    Blandamer, MJ
    Briggs, B
    Cullis, PM
    Engberts, JBFN
    [J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2000, 2 (22) : 5146 - 5153