期刊
CHEMISTRYSELECT
卷 3, 期 31, 页码 9091-9095出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201801590
关键词
conformational study; host-guest complexation; oxacalix[n]arene; NMR titration; nuclear magnetic resonance; single crystal structure
资金
- Estonian Ministry of Education and Research [MOBJD39, IUT23-7, PUT692]
- EU European Regional Development Fund [TK134]
We present single crystal structures of unsubstituted oxacalix[4]arene and oxacalix[8]arene macrocycles and investigate the weak supramolecular interactions that govern their packing in the solid state. We further show that the unsubstituted oxacalix[4]arene shows weak complexation with two aromatic guest species, benzoic acid and ferrocene, in CDCl3, whereas the oxacalix[8]arene host does not complex with these guest molecules. We also present NMR titration experiments with non-aromatic acids and DFT calculations that signify the importance of pi-pi interactions for complexation with benzoic acid. Weak complexation is also observed between electron-rich aromatic guest molecules and the unsubstituted oxacalix[4]arene host.
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