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Synthesis,physico-chemical,structure and supramolecular properties of pinacolophanes: versatile synthetic precursors to stilbenophanes |
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| Authors: | Hossein Reza Darabi Mohammad Hashemi Karouei Mohammad Jafar Tehrani Kiomars Aghapoor Mitra Ghasemzadeh Bernhard Neumüller |
| Institution: | 1. Nano &2. Organic Synthesis Lab, Chemistry &3. Chemical Engineering Research Centre of Iran , Pajoohesh Boulevard, km 17, Karaj Hwy, Tehran, 14968-13151, Iran darabi@ccerci.ac.ir;5. Chemical Engineering Research Centre of Iran , Pajoohesh Boulevard, km 17, Karaj Hwy, Tehran, 14968-13151, Iran;6. Fachbereich Chemie der Philipps-Universit?t Marburg , Hans-Meerwein-Strasse, 35032, Marburg, Germany |
| Abstract: | Novel pinacolophanes tethered by methyl and ethyl chains were synthesised and characterised. The stereochemistry of these small-sized cyclophanes was determined by NMR spectral data as well as by single-crystal X-ray analysis. Intramolecular hydrogen bondings in the crystal structure of the molecules play an important role in holding their configuration, while the intermolecular hydrogen bondings lead to a designed arrangement of the molecules. The stereoselective transformation of pinacolophanes to stilbenophanes in improved yield is also reported. |
| Keywords: | pinacolophanes pinacol coupling X-ray structure molecular tectonics stilbenophanes |