Chiral biscavitand propellers: synthesis, conformations and multiple guest binding

Elizabeth S Barrett; Jacob L Irwin; Peter Turner; Michael S Sherburn

doi:10.1021/ol025704n

Chiral biscavitand propellers: synthesis, conformations and multiple guest binding

Org Lett. 2002 May 2;4(9):1455-8. doi: 10.1021/ol025704n.

Authors

Elizabeth S Barrett¹, Jacob L Irwin, Peter Turner, Michael S Sherburn

Affiliation

¹ School of Chemistry, University of Sydney, Sydney NSW 2006, Australia.

PMID: 11975602
DOI: 10.1021/ol025704n

Abstract

[structure: see text]. The synthesis and properties of molecules containing two cavitand bowls, with interbowl linkages comprising one carbon atom at various oxidation levels, are reported. A carbonyl-bridged biscavitand binds three CH2Cl2 molecules in the solid state through a helical conformation. Evidence for the same chiral conformation in the solution phase is presented.