Host-guest inclusion

Reaction Control of Guest Compounds in Host-Guest Inclusion Complexes... 

Table 19. Crystal data of pure hydrocarbon host-guest inclusions...

The formation of host-guest inclusion compounds in crystals (or in highly ordered membranes or other biological structures) is a phenomenon more organised than simple co-crystallisation of a pair of substances. The special characteristic of inclusion crystallisation is a constant identity of one member in a series of pairs, this member thereby being identified as host, and a constancy of structure type (but not necessarily dimensions) for the host. The higher molecular organisation involved in inclusion... 

When guest molecules are arranged together in the channel of a host-guest inclusion complex, intermolecular reactions of the guest compound may proceed stereoselec-tively and efficiently. An enantioselective reaction is expected when optically active host compounds are used. 

Table 6. Host-guest inclusion complex formation by solid-solid reaction...

The author is grateful to his coworkers whose names appear in the references, especially Dr. Koichi Tanaka, for their many contributions. The author would like to thank Professors Menahem Kaftory of Technion Israel Institute of Technology, Takaji Fujiwara of Shimane University, and Yuji Oohashi of Ochanomizu Womens University for their valuable X-ray analyses of many host-guest inclusion complexes. 

Enantioselective self-assembling of amino acids 209 Host-guest inclusion complexes 213 Reactivity of chiral ion-dipole complexes 233... 

Chiral recognition, see also Host-guest inclusion complexes... 

Host-guest inclusion complexes, 262—263 antibiotic hosts, 231—233 cahxarene hosts, 228—231 chiral crown ether hosts, 213—218 cyclic oligosaccharide hosts, 218—222 cyclodextrin host selectivities, 223/ host molecular size, 221 hnear ohgosaccharide hosts, 222—228 ir- TT stacking interactions, 217 proteic hosts, 231 Human 15-hpoxygenase, 52/... 

T. J. Ward, Chiral Separations, Anal. Chem. 2002, 74, 2863 J. Hern6ndez-Benito, M. P. Garda-Santos, E. O Brien, E. Calle, and J. Casado, A Practical Integrated Approach to Supramolecular Chemistry IE. Thermodynamics of Inclusion Phenomena, J. Chem. Ed. 2004, 81, 540 B. D. Wagner, P. J. MacDonald, and M. Wagner, Visual Demonstration of Supramolecular Chemistry Fluorescence Enhancement upon Host-Guest Inclusion, J. Chem. 

Host-Guest Inclusion Complex Formation between Surfactant Stilbenes and Amylose... 

A special case of host-guest inclusion is the resolution of a racemic mixture of chiral guests. This has important implications for the pharmaceutical industry, where the production of enantiomerically pure drugs has recently become increasingly important. A common method of chiral resolution is via the formation and separation of diastereomers. For example, a racemic acid AH may be treated with a chiral base B [21] ... 

When a mixture of acetophenone 59a (1.0 g, 8.3 mmol), NaBH4 (0.94 g, 24.9 mmol), and water (10 ml) was stirred at room temperature for 2 h, rat-60a was produced. To the water suspension medium of rac-60a was added powdered 8a (3.87 g, 8.3 mmol), and the mixture was stirred for 3 h to give a 2 1 inclusion complex of 8a with (-)-60a.25 Inclusion complex formed was filtered and dried. Heating of the complex in vacuo gave (-)-60a of 95% ee (0.42 g, 85%). From the filtrate left after separation of the inclusion crystals, (+)-60a of 77% ee (0.35 g, 70%) was obtained by extraction with ether. By the same procedure, optically active 60a and 60c-g were prepared (Table 5). Solid state and solvent-free organic reactions have been well established25,263 0. Host-guest inclusion complexation in the solid state has also been reported.260... 

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