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Paper

Org. Biomol. Chem., 2007, 5, 1369 - 1380, DOI: 10.1039/b702255g

Synthetic pores with sticky -clamps

Hiroyuki Tanaka, Guillaume Bollot, Jiri Mareda, Svetlana Litvinchuk, Duy-Hien Tran, Naomi Sakai and Stefan Matile

In this report, we describe design, synthesis, evaluation and molecular dynamics simulations of synthetic multifunctional pores with -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 -basic intercalators within the pore. This breakthrough is important for the application of synthetic pores as multianalyte sensors.

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