Synthesis and self-inclusion of bipyridine-spaced cyclodextrin dimers.
The synthesis and conformational behavior of two cyclodextrin dimers containing aromatic bipyridine spacers is presented. The proton NMR spectra of these dimers in aqueous solution show a doubling of signals in the aromatic region due to complete or partial self-inclusion of the spacer. The degree and the strength of self-inclusion is dependent on the substitution pattern of the bipyridine unit. This unexpected difference in the self-inclusion behavior is revealed by 2D NOESY and circular dichroism spectra.
Nelissen
Hubertus F M
HF
Department of Organic Chemistry, Nijmegen Science Research Institute of Matter, University of Nijmegen, Toernooiveld 1, 6525 ED Nijmegen, The Netherlands.
Feiters
Martinus C
MC
Nolte
Roeland J M
RJ
D015082:2,2'-Dipyridyl / Q000138:chemical synthesis* / Q000737:chemistry*; D002625:Chemistry, Organic / Q000379:methods*; D002942:Circular Dichroism; D003505:Cyclodextrins / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure
D003505:Cyclodextrins; D015082:2,2'-Dipyridyl