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Updated: Jan 4, 2026

Controlling the Size, Shape and Stability of Supramolecular Polymers in Water
Published on: August 2, 2012
Iodocyclization in Aqueous Media and Supramolecular Reaction Control Using Water-Soluble Hosts
Treyvon Bokoskie1, Christopher Cunningham2, Cory Kornman2
1Department of Chemistry, University of Nebraska Kearney, Kearney, Nebraska 68849, United States.
Abstract:
Iodocyclization of 2-alkynylanisoles is an efficient route for synthesizing substituted benzofurans. Reaction efficiency with copper(II) sulfate and sodium iodide in an aqueous slurry under mild conditions is a manifold higher than in organic solvents. Water-soluble hosts of the cyclodextrin family solubilize the compounds in aqueous media and affect the reaction efficiency through conformation control and steric interactions. Computational chemistry and spectral titration provide information on the host-guest complex structure and insight into the mechanistic basis of the observed effects.
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