We report the synthesis of modified Cram-type cavitands bearing one or two fluorescent labels for single-molecule spectroscopic studies of vase-kite conformational switching. Syntheses were performed by stepwise bridging of the four couples of neighboring H-bonded OH groups of resorcin4arene bowls. The new substitution patterns enable the construction of a large variety of future functional architectures. H-NMR Investigations showed that the new partially and differentially bridged cavitands feature temperature- and pH-triggered vase-kite conformational isomerism similar to symmetrical cavitands with four identical quinoxaline bridges. It was discovered that vase-kite switching of cavitands is strongly solvent-dependent.
Azov et al. - 2003 - Synthesis and Conformational Switching of Partiall.pdf:C\:\\Users\\scherzad\\Zotero\\storage\\JJGA26R2\\Azov et al. - 2003 - Synthesis and Conformational Switching of Partiall.pdf:application/pdf;Snapshot:C\:\\Users\\scherzad\\Zotero\\storage\\TDFSBIFL\\hlca.html:text/html
%0 Journal Article
%1 azov2003synthesis
%A Azov, Vladimir A.
%A Diederich, François
%A Lill, Yoriko
%A Hecht, Bert
%D 2003
%J Helv. Chim. Acta
%K experiment nano-optics single-molecules spectroscopy
%N 6
%P 2149-2155
%R 10.1002/hlca.200390172
%T Synthesis and Conformational Switching of Partially and Differentially Bridged Resorcin4arenes Bearing Fluorescent Dye Labels
%V 86
%X We report the synthesis of modified Cram-type cavitands bearing one or two fluorescent labels for single-molecule spectroscopic studies of vase-kite conformational switching. Syntheses were performed by stepwise bridging of the four couples of neighboring H-bonded OH groups of resorcin4arene bowls. The new substitution patterns enable the construction of a large variety of future functional architectures. H-NMR Investigations showed that the new partially and differentially bridged cavitands feature temperature- and pH-triggered vase-kite conformational isomerism similar to symmetrical cavitands with four identical quinoxaline bridges. It was discovered that vase-kite switching of cavitands is strongly solvent-dependent.