Chiral Basket Resorc[4]arenes are well known chiral solvating agents that can induce enantiodiscrimination towards aminoacids, peptides and nucleosides. We synthesized both enantiomer of some basket resorc[4]arenes capable of forming stable diasteromeric host-guest complexes with some nucleosides like cytidine and cytarabine. The reactivity and the structures of the complexes were investigated in gas-phase (ESI-IRMPD, ESI-FT-ICR) and in solution (DOSY, ROESY). Different "in" and "out" structures were found both in solution and in gas-phase, moreover the results were supported by theoretical calculations.
Chiral Supramolecular Chemistry of Basket Resorc[4]arenes
CALCATERRA, ANDREA
2013
Abstract
Chiral Basket Resorc[4]arenes are well known chiral solvating agents that can induce enantiodiscrimination towards aminoacids, peptides and nucleosides. We synthesized both enantiomer of some basket resorc[4]arenes capable of forming stable diasteromeric host-guest complexes with some nucleosides like cytidine and cytarabine. The reactivity and the structures of the complexes were investigated in gas-phase (ESI-IRMPD, ESI-FT-ICR) and in solution (DOSY, ROESY). Different "in" and "out" structures were found both in solution and in gas-phase, moreover the results were supported by theoretical calculations.File in questo prodotto:
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Utilizza questo identificativo per citare o creare un link a questo documento:
https://hdl.handle.net/20.500.14242/176955
Il codice NBN di questa tesi è
URN:NBN:IT:UNIROMA1-176955