Inclusion complexes of conjugated nitroolefins in beta-cyclodextrin

Physical studies such as Powder X-ray, FT-IR, UV, H-1 and C-13 NMR clearly identify a 1 : 1 inclusion complex formed between beta-cyclodextrin and nit roolefins such as beta-nitrostyrene, 1-nitrocyclohexene in the solid state as well as in solution. The olefins lie shallow inside the cavity leaving t he nitro group outside the torus. It has been found that the complex is cap able of reacting with a alpha-phenyl-N-p-methylphenyl nitrone in a 1,3-dipo lar cycloaddition with excellent rate acceleration and regioselection. The NaBH4 reduction of the complex in the solid state leads to the correspondin g nitroalkane.