Molecular clefts 2. An analogue of Kagan's ether as a molecular cleft: Synthesis and clathrate formation with ethyl acetate

Article abstract of DOI:10.1016/S0040-4039(00)98796-3

A convenient synthesis of 5α,8α, 14α, 17α-5,6,8,9,14,15,17,18 - octahydro-5,17:8,14-diepoxydibenzo[e,e′]benzo[1,2-a:4,5-a′ dicyclooctene (2) is described. This molecular cleft represents the parent of a new class of chiral molecular tweezers. It forms a clathrate with ethyl acetate which is stable even after 12 hours at 0.1 Tort. The structure of 2 was established by spectral and X-ray data. A convenient synthesis of 5a,8a,14a,17a-5,6,8,9,14,15,17,18-octahydro-5,17:8,14-diepoxydibenzo[e, e′]benzo[1,2-a:4,5-a′]icyclooctene (2) is described. It forms a clathrate with ethyl acetate which is stable even after 12 hours at .1 Torr. (Chemical Equation Presented).