4.8 Article

ON/OFF Red Emission from Azaporphine in a Coordination Cage in Water

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 35, Pages 12526-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja904875y

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Funding

  1. Global COE Program (Chemistry Innovation through Cooperation of Science and Engineering), MEXT, Japan
  2. JSPS for a Research Fellowship for Young Scientists and a Postdoctoral Fellowship

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Red-emissive molecules have important applications as chemosensors, biological tags, and new light source materials but are severely limited by solubility and the tendency to form nonemissive aggregrates. Here we present an unusual example where a coordination cage sequesters and maintains the red-emissive properties of tetraazaporphine (TAP) in aqueous solution. Additionally, encapsulation within the highly cationic host lowers the pK(a) of the TAP interior protons, leading to the formation of an acid/base ON/OFF fluorescent switch.

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