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RESEARCH PRODUCT
Self-Complementary Dimers of Oxalamide-Functionalized Resorcinarene Tetrabenzoxazines
Mario CetinaMario CetinaZoran DžolićKari RissanenLotta TurunenNgong Kodiah BeyehNgong Kodiah Beyehsubject
massaspektrometriaspectroscopyNoncovalent interactionsobligaatiotspektroskopiaSupramolecular chemistrycarbonylsdimers ; noncovalent interactions ; resorcinarenes ; supramolecular chemistry ; X-ray diffraction010402 general chemistry01 natural sciencesBiochemistryoligomerchemistry.chemical_compounddimersAmidePolymer chemistryNon-covalent interactionsresorcinarenesta116mass spectrometrychemistry.chemical_classificationbondsta114010405 organic chemistryHydrogen bondOrganic ChemistryIntermolecular forceGeneral ChemistryNuclear magnetic resonance spectroscopyPolymerResorcinareneX-ray diffraction0104 chemical sciencesoligomeeriamideschemistryvetyamidithydrogenself-complementaritySupramolecular chemistrykarbonyylitdescription
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. peerReviewed
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2018-01-01 | Chemistry: An Asian Journal |