I&EC 96 |
| The field of supramolecular chemistry offers an exciting potential to make covalent bonds with a degree of control offered by enzymes and the engineering mindset of organic chemists. A large obstacle in this regard is developing a reliable means to direct the formation of covalent bonds in the presence of reversible forces. Multiple equilibrium of noncovalent complexes can prevent the degree of organization necessary for two molecules to react to form a covalent bond. In this context, we have shown that covalent bonds can be reliably formed using principles of supramolecular chemistry in the organic solid state. The approach has employed noncovalent forces such as hydrogen bonds and coordination bonds to organize olefins for topochemical [2+2] photodimerizations. In this presentation, we will demonstrate how bowl-shaped molecules, in the form of resorcin[4]arenes, can be used to direct the formation of covalent bonds in the solid state. The resorcin[4]arenes organize olefins by way of hydrogen bonds for stereocontrolled cycloaddition reactions. |
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Molecular Containers, Sponsored by Separation Science and Technology Sub-Division
8:30 AM-12:15 PM, Monday, 11 September 2006 Moscone Center -- Room 250, Oral
Division of Industrial & Engineering Chemistry |