Degree Granting Department
Kirpal Bisht, Ph.D.
Abdul Malik, Ph.D.
Roman Manetsch Ph.D
Click Chemistry, CuAAC, triazole, cavitand, nmr
Click chemistry is a very powerful chemical strategy that overcome carbon-carbon bond with carbon-heteroatom bond by joining small units with heteroatom links (C-X-C) using spring-loaded reactants. The Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition is a major example based on the click chemistry philosophy. This method was used for the last 10 years to join different functional groups, carbohydrates, aminoacids, polymers to calixarene and resorcinarene cavitands by a stable 1,2,3-triazole linkages.
Herein I describe our interest in this type of click chemistry reaction in the synthesis of dimeric capsules resorcinarene via four 1,2,3-triazole linkages. Two different resorcinarene derivatives were synthesized in which four azide and four alkyne functional groups were attached on the upper rim of two different resorcinarenes. The dimerization reaction was quite challenging due to steric factors. Each resorcinarene derivative was then studied individually via click chemistry and all click reaction results were excellent and the products were isolated in good yields. These results enhanced the synthesis of the dimeric resorcinarene.
Scholar Commons Citation
Husain, Ali, "Synthesis of Functionalized Resorcinarene via Click Chemistry" (2010). USF Tampa Graduate Theses and Dissertations.