Hooley Richard J, Rebek Julius
The Skaggs Institute for Chemical Biology and the Department of Chemistry, The Scripps Research Institute, La Jolla, CA 92037, USA.
Org Lett. 2007 Mar 29;9(7):1179-82. doi: 10.1021/ol062782s. Epub 2007 Feb 27.
[structure: see text]. A series of self-complexing tetrabenzimidazole cavitands have been synthesized. Alkyl chains appended to the rim helically coil into the cavity in competitive organic solvents. These "flexible arms" exchange with each other, a process shown by 2D NMR to proceed via an intermediate solvent-containing species.