Inclusion of organic pollutants in cyclodextrins and derivatives

被引:24
作者
Baudin, C [1 ]
Pean, C
Perly, B
Gosselin, P
机构
[1] CEA Saclay, Serv Chim Mol, F-91191 Gif Sur Yvette, France
[2] Univ Maine, Fac Sci, CNRS, ESA 6011, F-72085 Le Mans 9, France
关键词
cyclodextrins; H-1; NMR; (+/-)-geosmin; (+/-)-2-methyl isoborneol; molecular inclusion; water pollution;
D O I
10.1080/03067310008032685
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Both (-)-geosmin and (+)-2-methyl-isoborneol are the main compounds responsible for the unpleasand smells found in the vicinity of water-processing plant. Attempts to eliminate them using oxidation, filtration and/or biologic degradation processes are only partly efficient. The use of cage molecules could provide an alternative solution. In this respect, cyclodextrins and derivatives have demonstrated their role as candidates as hosts for these highly hydrophobic compounds. In this paper, we evidence the complexation of above mentionned pollutants by cyclodextrins using high-resolution proton Nuclear Magnetic Resonance spectroscopy. The latter method is also used to afford a three-dimensional structure of inclusion complexes in solution and to show that cyclodextrins can as well discriminate between the optical isomers of synthetic geosmin and methyl-isoborneol. Finally, a solution to the problem of waste waters is proposed.
引用
收藏
页码:233 / 242
页数:10
相关论文
共 18 条
[1]  
Armstrong D.W., 1985, US Patent, Patent No. [4539399, 4,539,399]
[2]  
BAUDIN C, 1997, Patent No. 971027
[3]   CYCLODEXTRINS IN THE PHARMACEUTICAL FIELD [J].
BEKERS, O ;
UIJTENDAAL, EV ;
BEIJNEN, JH ;
BULT, A ;
UNDERBERG, WJM .
DRUG DEVELOPMENT AND INDUSTRIAL PHARMACY, 1991, 17 (11) :1503-1549
[4]  
BERTHAULT P, 1991, NEW TRENDS CYCLODEXT, P181
[5]   CYCLODEXTRIN CHEMISTRY - SELECTIVE MODIFICATION OF ALL PRIMARY HYDROXYL-GROUPS OF ALPHA-CYCLODEXTRINS AND BETA-CYCLODEXTRINS [J].
BOGER, J ;
CORCORAN, RJ ;
LEHN, JM .
HELVETICA CHIMICA ACTA, 1978, 61 (06) :2190-2218
[6]   METHYLATED CYCLOAMYLOSES (CYCLODEXTRINS) AND THEIR INCLUSION PROPERTIES [J].
CASU, B ;
REGGIANI, M ;
SANDERSON, GR .
CARBOHYDRATE RESEARCH, 1979, 76 (NOV) :59-66
[7]  
DUGUET JP, 1989, WATER SUPPLY, V7, P115
[8]   Chiral discrimination by modified cyclodextrins [J].
Easton, CJ ;
Lincoln, SF .
CHEMICAL SOCIETY REVIEWS, 1996, 25 (03) :163-+
[9]   SYNTHESIS OF EARTHY-MOLDY SMELLING COMPOUNDS .1. STEREOSELECTIVE SYNTHESIS OF (+/-)-GEOSMIN [J].
GOSSELIN, P ;
JOULAIN, D ;
LAURIN, P ;
ROUESSAC, F .
TETRAHEDRON LETTERS, 1989, 30 (21) :2775-2778
[10]  
GRETBANKS D, 1987, MAGN RESON CHEM, V25, P208