Interplay of olefin metathesis and multiple hydrogen bonding interactions: covalently cross-linked zippers |
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Authors: | Zeng Jisen Wang Wei Deng Pengchi Feng Wen Zhou Jingjing Yang Yuanyou Yuan Lihua Yamato Kazuhiro Gong Bing |
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Institution: | College of Chemistry, Key Laboratory for Radiation Physics and Technology of Ministry of Education, Institute of Nuclear Science and Technology, Analytical & Testing Center of Sichuan University, Sichuan University, Chengdu 610064, China. |
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Abstract: | Hydrogen-bonded zippers bearing terminal alkene groups were treated with Grubbs' catalyst, leading to covalently cross-linked zippers without violating H-bonding sequence specificity. The yield of a cross-linked zipper depended on the stability of its H-bonded precursor, with a weakly associating pair giving reasonable yields only at high concentrations while strongly associating pairs showed nearly quantitative yields. The integration of thermodynamic (H-bonding) and kinetic (irreversible C═C bond formation) processes suggests the possibility of developing many different covalent association units for constructing molecular structures based on a self-assembling way. |
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