60. “Synthetic Pores with Sticky π-Clamps”
    H. Tanaka, G. Bollot, J. Mareda, S. Litvinchuk, D.-H. Tran, N. Sakai, S. Matile
    Org. Biomol. Chem. 2007, 5, 1369-1380.

In this report, we describe design, synthesis, evaluation and molecular dynamics simulations of synthetic multifunctional pores with π-acidic naphthalenediimide clamps. Experimental evidence is provided for the formation of unstable but inert, heterogeneous and acid-insensitive dynamic tetrameric pores that are sensitive to base and ionic strength. Blockage experiments reveal that the introduction of aromatic electron donor–acceptor interactions provides access to the selective recognition of π-basic intercalators within the pore. This breakthrough is important for the application of synthetic pores as multianalyte sensors.

DOI : 10.1039/b702255g 

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