6533b7d2fe1ef96bd125eaeb
RESEARCH PRODUCT
Piperazine bridged resorcinarene cages.
Arto ValkonenNgong Kodiah BeyehKari Rissanensubject
Models MolecularDimerPhenylalanineOrganic ChemistryFormaldehydeMolecular ConformationStereoisomerismNuclear magnetic resonance spectroscopyResorcinareneCrystallography X-RayBiochemistryPiperazineschemistry.chemical_compoundPiperazinechemistryCovalent bondPolymer chemistryMoleculeOrganic chemistryPhysical and Theoretical ChemistryCalixarenesSingle crystalPiperazinedescription
The one-pot Mannich condensation of resorcinarenes with piperazine and an excess of formaldehyde under high dilution conditions results in a helical cage, namely, a covalently linked dimer of two resorcinarenes connected via four piperazine bridges in yields ranging from 20 to 40%. The compounds were analyzed by NMR spectroscopy, ESI mass spectrometry, and single crystal X-ray diffraction. The helical cages can encapsulate small guest molecules by adapting the cavity volume by changing the helical pitch according to the guest size.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2010-03-09 | Organic letters |