Self‐Complementary Dimers of Oxalamide‐Functionalized Resorcinarene Tetrabenzoxazines |
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| Authors: | Dr. Zoran Džolić Dr. Ngong Kodiah Beyeh Dr. Mario Cetina Dr. Lotta Turunen Prof. Kari Rissanen |
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| Affiliation: | 1. University of Jyvaskyla, Department of Chemistry, Nanoscience Center, Jyv?skyl?, Finland;2. Department of Applied Physics, School of Science, Aalto University, Espoo, Finland;3. University of Windsor, Department of Chemistry and Biochemistry, Windsor, ON, Canada;4. Department of Applied Chemistry, Faculty of Textile Technology, University of Zagreb, Zagreb, Croatia |
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| Abstract: | Self‐complementarity is a useful concept in supramolecular chemistry, molecular biology and polymeric systems. Two resorcinarene tetrabenzoxazines decorated with four oxalamide groups were synthesized and characterized. The oxalamide groups possessed self‐complementary hydrogen bonding sites between the carbonyls and amide groups. The self‐complementary nature of the oxalamide groups resulted in self‐included dimeric assemblies. The hydrogen bonding interactions within the tetrabenzoxazines gave rise to the formation of dimers, which were confirmed by single‐crystal X‐ray diffractions analysis and supported by NMR spectroscopy and mass spectrometry. The self‐included dimers were connected by numerous and strong intermolecular N?H???O and C?H???O hydrogen bonds supplemented with C?H???π interactions, forming one‐dimensional polymers, which were then further linked into three‐dimensional networks. |
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| Keywords: | dimers noncovalent interactions resorcinarenes supramolecular chemistry X-ray diffraction |
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