Organic solid-state reactions with 100% yield

被引:218
|
作者
Kaupp, G [1 ]
机构
[1] Carl von Ossietzky Univ Oldenburg, D-26111 Oldenburg, Germany
来源
关键词
gas-solid reaction; solid-solid reaction; intracrystalline reaction; phase rebuilding mechanism; solid-state cascade reaction; 100% yield;
D O I
10.1007/b100997
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Environmentally benign gas-solid, solid-solid, and intracrystalline (thermal and photochemical) reactions that give 100% yield of only one product are summarized for almost all important reaction types. Their mechanistic background is evaluated on the basis of supermicroscopic studies and crystal packing analyses, which helps in predicting good solid-state performance on the basis of phase rebuilding, phase transformation, and crystal disintegration and in engineering solid-state reactions in the case of difficulties. This allows one to profit from the bargain of the crystal packing for reactions with unsurpassed atom economy, in most cases without any auxiliary or purifying workup necessity, mostly close to room temperature and with short reaction times. The experimental techniques are described in some detail including the scale-up. Preparative use is made of known and new reactions, and many products cannot be prepared by any other technique or they are only stable in the solid state, but they are quantitatively obtained and ready for further syntheses due to their very high reactivity. "Solvent-free" reactions that pass through a liquid phase are generally excluded, but some comparisons with important quantitative stoichiometric melt reactions are made. Numerous new solid-state reactions are described here for the first time.
引用
收藏
页码:95 / 183
页数:89
相关论文
共 50 条
  • [1] ORGANIC SOLID-STATE REACTIONS - SOLID-STATE GABRIEL REACTIONS
    TOKUNO, K
    OHASHI, T
    [J]. YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1991, 111 (07): : 359 - 364
  • [2] ORGANIC SOLID-STATE REACTIONS
    RASTOGI, RP
    SINGH, NB
    SINGH, RP
    [J]. JOURNAL OF SOLID STATE CHEMISTRY, 1977, 20 (02) : 191 - 200
  • [3] STEREOCHEMISTRY AND ORGANIC SOLID-STATE REACTIONS
    GREEN, BS
    ARADYELLIN, R
    COHEN, MD
    [J]. TOPICS IN STEREOCHEMISTRY, 1986, 16 : 131 - 218
  • [4] SOLID-STATE ORGANIC-REACTIONS
    TODA, F
    [J]. SYNLETT, 1993, (05) : 303 - 312
  • [5] SELECTIVE REACTIONS IN THE SOLID-STATE AND ORGANIC SOLID-SOLID REACTIONS
    TODA, F
    [J]. MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1990, 187 : 41 - 48
  • [6] SOLID-STATE REACTIONS IN ORGANIC MONOMOLECULAR LAYERS
    BARRAUD, A
    RUAUDELTEIXIER, A
    ROSILIO, C
    [J]. ANNALES DE CHIMIE FRANCE, 1975, 10 (4-5): : 195 - 200
  • [7] THERMALLY INDUCED ORGANIC REACTIONS IN SOLID-STATE
    PAUL, IC
    CURTIN, DY
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1973, 6 (07) : 217 - 225
  • [8] Crystal disordering and organic solid-state reactions
    Varga, Katarina
    Volaric, Jana
    Vancik, Hrvoj
    [J]. CRYSTENGCOMM, 2015, 17 (06): : 1434 - 1438
  • [9] Organic reactions under solid-state conditions
    Hajipour, AR
    Mallakpour, SE
    [J]. MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 2001, 356 : 371 - 387
  • [10] Organic materials yield flexible solid-state scanner
    不详
    [J]. LASER FOCUS WORLD, 2005, 41 (02): : 15 - 15