Cup-shaped E,E-stilbenophane: synthesis,crystal structure and supramolecular chemistry |
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| Authors: | Hossein Reza Darabi Abbas Darestani Farahani Mohammad Hashemi Karouei Kioumars Aghapoor Rohoullah Firouzi Rainer Herges |
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| Affiliation: | 1. Chemistry and Chemical Engineering Research Center of Iran , Pajoohesh Blvd., km 17, Karaj Hwy, Tehran , 14968-13151 , Iran darabi@ccerci.ac.ir;3. Chemistry and Chemical Engineering Research Center of Iran , Pajoohesh Blvd., km 17, Karaj Hwy, Tehran , 14968-13151 , Iran;4. Otto Diels-Institut für Organische Chemie, Christian-Albrechts-Universit?t Kiel , Otto-Hahn-Platz 4, D-24098 , Kiel , Germany |
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| Abstract: | A new E,E-stilbenophane was synthesised and characterised. The crystal structure of this cyclophane shows that this molecule has a cup-shaped structure, which hosts a phenyl ring of neighbouring molecule as guest in its cavity with a π–π distance of about 3.7 Å. Moreover, the NMR spectra and theoretical analysis (gauge-independent atomic orbitals (GIAO) and quantum theory of atoms in molecules (QTAIM)) suggest that the silver recognition by E,E-stilbenophane host molecules is based on cation–π interactions in which the π-electrons of the double bonds play a major role. |
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| Keywords: | stilbenophane cup shape host–guest systems silver McMurry coupling theoretical study |
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