Irwin, JacobSinclair, DavidEdwards, AlisonSherburn, Michael2015-12-130004-9425http://hdl.handle.net/1885/77902Tetrabromocavitand bowls are converted into rim-connected hexabromodimers in one step in 17-22% yields by oxidative coupling of higher order arylcuprates.1H NMR and single crystal X-ray analyses of the rim-connected dimers reveal a conformationally restricted structure in which the rims of the two cavitand bowls describe planes angled at 78.8° to one another. Each of the two bowl cavities are occupied by a guest, in addition to being partially occluded by a portion of the complementary bowl rim. These new host compounds exhibit a very unusual form of enantioisomerism.Keywords: Chemical bonds; Conformations; Dimers; Molecules; Nuclear magnetic resonance spectroscopy; Temperature; X ray analysis; Arylcuprates; Enantioisomerism; Oxidative coupling; Rim-connected-hexabromodimers; Tetrabromocavitand bowls; Organic compounds200410.1071/CH032992015-12-11