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.
Department of Organic Chemistry, Nijmegen Science Research Institute of Matter, University of Nijmegen, Toernooiveld 1, 6525 ED Nijmegen, The Netherlands.
Hubertus F M
HF
Nelissen
Martinus C
MC
Feiters
Roeland J M
RJ
Nolte
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