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Synthetic Ion Channels with Rigid-Rod π-Stack Architecture that Open in Response to Charge-Transfer Complex Formation

2005; American Chemical Society; Volume: 127; Issue: 18 Linguagem: Inglês

10.1021/ja051260p

1943-2984

Pinaki Talukdar, Guillaume Bollot, Jiri Mareda, Naomi Sakai, Stefan Matile,

Analytical Chemistry and Sensors

We describe the design, synthesis, and evaluation of synthetic ion channels with a new rigid-rod pi-stack architecture that open in response to guest binding by aromatic electron donor-acceptor interactions. Highly cooperative and highly selective ligand gating is shown to yield anion selective, small ion channels that have the characteristic plum color of the charge-transfer complexes formed between the dialkoxynaphthalene ligands and the stacked naphthalenediimide acceptors of the channel.