Article

Journal of inclusion phenomena and macrocyclic chemistry

, Volume 33, Issue 1, pp 69-80

Inclusion of α-phenyl-N-p-methylphenyl Nitrone in β- Cyclodextrin: Formation of 1G : 1H and 1G : 2H Complexes and the Remarkably Fast 1,3-Dipolar Cycloaddition of the 1G : 2H Complex with Olefins in the Solid State

  • V. RamamoorthyAffiliated withSchool of Chemistry, Madurai Kamaraj University
  • , A. RamasubbuAffiliated withSchool of Chemistry, Madurai Kamaraj University
  • , S. MuthusubramanianAffiliated withSchool of Chemistry, Madurai Kamaraj University
  • , S. SivasubramanianAffiliated withSchool of Chemistry, Madurai Kamaraj University

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Abstract

The nitrone is found to be included in the β-cyclodextrin cavity in two different stoichiometries viz., 1G : 1H and 1G : 2H – the existence of which is proved by physical methods. The 1G : 2H complex of the nitrone serves as a good potent dipolarophile in the 1,3-dipolar cycloaddition reactions with olefins resulting in rate acceleration and regioselection.

α-phenyl-N-p-methylphenylnitrone β-Cyclodextrin-Nitrone complexes [1G : 1H and 1G : 2H] 1,3-dipolar Cycloaddition reactions rate acceleration regioselectivity