Session: Undergraduate Research Posters: Organic Chemistry:

The treatment of vicinal diiodides with alkyllithiums is a reliable method for the formation of molecules with strained carbon-carbon double bonds. Indeed, we have previously shown that the highly pyramidalized alkene, pentacyclo[4.3.0.0^2,4.0^3,8.0^5,7]non-4-ene, may be generated via dehalogenation of 4,5-diiodopentacyclo[4.3.0.0^2,4.0^3,8.0^5,7]nonane with n-butyllithium and t-butyllithium. We have been investigating reagents other than alkyllithiums and other methods for transforming 4,5-diiodopentacyclo[4.3.0.0^2,4.0^3,8.0^5,7]nonane to pentacyclo[4.3.0.0^2,4.0^3,8.0^5,7]non-4-ene. We will report our progress in this area.

Kara Moulton

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