Organic solid-state reactions with 100% yield

被引:219
作者
Kaupp, G [1 ]
机构
[1] Carl von Ossietzky Univ Oldenburg, D-26111 Oldenburg, Germany
来源
ORGANIC SOLID STATE REACTIONS | 2005年 / 254卷
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 154 条
[1]   CONCOMITANT PHOTOCHEMICAL AND PHASE REARRANGEMENTS .2. LUMINESCENT AND X-RAY STUDIES ON PHOTOCHEMISTRY OF CIS-1,2-DI-(1-NAPHTHYL)ETHYLENE AND TRANS-1,2-DI-(1-NAPHTHYL)ETHYLENE IN THE CRYSTALLINE STATE [J].
ALDOSHIN, SM ;
ALFIMOV, MV ;
ATOVMYAN, LO ;
KAMINSKY, VF ;
RAZUMOV, VF ;
RACHINSKY, AG .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1984, 108 (1-2) :1-17
[2]  
[Anonymous], 1995, ADV PHOTOCHEMISTRY, DOI DOI 10.1002/9780470133507.ch2
[3]  
[Anonymous], COMPREHENSIVE SUPRAM
[4]   KINETICS OF INCLUSION [J].
BARBOUR, LJ ;
CAIRA, MR ;
NASSIMBENI, LR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1993, (12) :2321-2322
[5]   COMPLEXATION WITH DIOL HOST COMPOUNDS .6. STRUCTURE AND DYNAMICS OF ENCLATHRATION BY 1,1,6,6-TETRAPHENYL-HEXA-2,4-DIYNE-1,6-DIOL [J].
BOND, DR ;
JOHNSON, L ;
NASSIMBENI, LR ;
TODA, F .
JOURNAL OF SOLID STATE CHEMISTRY, 1991, 92 (01) :68-79
[6]   RADIO-RACEMIZATION OF AMINO-ACIDS BY IONIZING-RADIATION - GEOCHEMICAL AND COSMOCHEMICAL IMPLICATIONS [J].
BONNER, WA ;
BLAIR, NE ;
LEMMON, RM .
ORIGINS OF LIFE AND EVOLUTION OF THE BIOSPHERE, 1979, 9 (04) :279-290
[7]  
BOY J, 1999, THESIS U OLDENBURG
[8]   Reversible gas-solid reactions between the organometallic zwitterion [(η5-C5H4COOH)(η5-C5H4COO)CoIII] and vapors of trifluoroacetic and tetrafluoroboric acids [J].
Braga, D ;
Cojazzi, G ;
Emiliani, D ;
Maini, L ;
Grepioni, F .
ORGANOMETALLICS, 2002, 21 (06) :1315-1318
[9]   NMR IMAGING OF ANISOTROPIC SOLID-STATE CHEMICAL-REACTIONS USING MULTIPLE-PULSE LINE-NARROWING TECHNIQUES AND H-1 T1-WEIGHTING [J].
BUTLER, LG ;
CORY, DG ;
DOOLEY, KM ;
MILLER, JB ;
GARROWAY, AN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (01) :125-135
[10]  
CHUEV VP, 1989, DOKL AKAD NAUK SSSR+, V307, P1429