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Benzene-, Pyrrole-, and Furan-Containing Diametrically Strapped Calix[4]pyrroles—An Experimental and Theoretical Study of Hydrogen-Bonding Effects in Chloride Anion Recognition

Authors


  • This work was supported by the NIH (grant GM 58908 to J.L.S.), the Korea Research Foundation Grant funded by the Korean Government (MOEHRD) (KRF-2006-214-C00047 to D.-W.Y.), and the Korea Science and Engineering Foundation (grant no. R01-2006-000-10001-0 to C.-H.L.), and B.P.H. acknowledges support from the Division of Chemical Sciences, Geosciences, and Biosciences, Office of Basic Energy Sciences, US Department of Energy (DOE) under contract number DE-AC05-00OR22725 with Oak Ridge National Laboratory (managed by UT-Battelle, LLC).

Abstract

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Weak but important: The chloride anion binding properties of diametrically strapped calixpyrroles bearing benzene (see structure), pyrrole, and furan moieties in the strap have been studied in the solid state, in solution, and through theoretical analyses. The results obtained provide support for the notion that C[BOND]H⋅⋅⋅Cl hydrogen bonds are significant and contribute substantially to the Cl binding energetics.

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