Abstract
Physical studies such as Powder X-ray,FT-IR, UV, 1H and 13C NMR clearly identifya 1 : 1 inclusion complex formed betweenβ-cyclodextrin and nitroolefins such asβ-nitrostyrene, 1-nitrocyclohexene in thesolid state as well as in solution. The olefins lieshallow inside the cavity leaving the nitro groupoutside the torus. It has been found that the complexis capable of reacting with aα-phenyl-N-p-methylphenyl nitrone ina 1,3-dipolar cycloaddition with excellent rateacceleration and regioselection. The NaBH4reduction of the complex in the solid state leads tothe corresponding nitroalkane.
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Ramamoorthy, V., Meenakshi, C., Muthusubramanian, S. et al. Inclusion Complexes of Conjugated Nitroolefins in β-Cyclodextrin. Journal of Inclusion Phenomena 36, 425–437 (2000). https://doi.org/10.1023/A:1008155217084
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DOI: https://doi.org/10.1023/A:1008155217084