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Flipping the Switch on Chloride Concentrations with a Light-Active Foldamer
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Abstract
Here we demonstrate a bioinspired system where light stimulus is used to trigger the wavelength-dependent release and then reuptake of chloride ions in nonaqueous solutions. A chiral aryl-triazole foldamer with two azobenzene end groups has been synthesized to define a folded binding pocket for chloride ions that unfolds with UV light to liberate the chloride. The trans-dominated helical foldamer becomes less stable upon photoisomerization to the cis forms. Simultaneously, the observed binding affinity shows an 
10-fold reduction from K = 3000 M−1 (MeCN, 298 K). Control of chloride levels using light is demonstrated by switching the conductivity of an electrolyte solution up and down.
Citing Articles
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This article has been cited by 6 ACS Journal articles (5 most recent appear below).
Chloride Coordination by Oligoureas: From Mononuclear Crescents to Dinuclear Foldamers
Biao Wu, Chuandong Jia, Xiaolei Wang, Shaoguang Li, Xiaojuan Huang, and Xiao-Juan YangOrganic Letters2012 14 (3), 684-687Chloride Coordination by Oligoureas: From Mononuclear Crescents to Dinuclear Foldamers
Biao Wu, Chuandong Jia, Xiaolei Wang, Shaoguang Li, Xiaojuan Huang, and Xiao-Juan YangOrganic Letters2012 14 (3), 684-687A series of acyclic oligourea receptors which closely resemble the scaffolds and coordination behavior of oligopyridines have been synthesized. Assembly of the receptors with chloride ions afforded mononuclear anion complexes or dinuclear foldamers ...
A Foldamer-Based Chiroptical Molecular Switch That Displays Complete Inversion of the Helical Sense upon Anion Binding
Jae-min Suk, Veluru Ramesh Naidu, Xinfang Liu, Myoung Soo Lah, and Kyu-Sung JeongJournal of the American Chemical Society2011 Article ASAPA Foldamer-Based Chiroptical Molecular Switch That Displays Complete Inversion of the Helical Sense upon Anion Binding
Jae-min Suk, Veluru Ramesh Naidu, Xinfang Liu, Myoung Soo Lah, and Kyu-Sung JeongJournal of the American Chemical Society2011 Article ASAPChiral indolocarbazole dimers fold into a helical conformation by virtue of intramolecular hydrogen bonds, as demonstrated by 1H NMR and CD spectra and optical rotations. In particular, the optical properties of the dimers were found to be extremely ...
Ferrocene-Appended Aryl Triazole for Electrochemical Recognition of Phosphate Ions
Qian-Yong Cao, Tuhin Pradhan, Sungtae Kim, and Jong Seung KimOrganic Letters2011 Article ASAPFerrocene-Appended Aryl Triazole for Electrochemical Recognition of Phosphate Ions
Qian-Yong Cao, Tuhin Pradhan, Sungtae Kim, and Jong Seung KimOrganic Letters2011 Article ASAPA neutral ferrocene-appended aryl triazole receptor 1 for phosphate anions has been synthesized and characterized by X-ray crystal analysis. Among various anions, 1 shows a distinct electrochemical recognition of phosphate anions by its multiple H-bonding ...
Cobalt Complexes with “Click”-Derived Functional Tripodal Ligands: Spin Crossover and Coordination Ambivalence
David Schweinfurth, Fritz Weisser, Denis Bubrin, Lapo Bogani, and Biprajit SarkarInorganic Chemistry2011 Article ASAPCobalt Complexes with “Click”-Derived Functional Tripodal Ligands: Spin Crossover and Coordination Ambivalence
David Schweinfurth, Fritz Weisser, Denis Bubrin, Lapo Bogani, and Biprajit SarkarInorganic Chemistry2011 Article ASAPWe demonstrate the use of a Cu(I) catalyzed “Click” reaction in the synthesis of novel ligands for spin crossover complexes. The reaction between azides and alkynes was used to synthesize the reported tripodal ligand tris[(1-benzyl-1H-1,2,3-triazol-4-yl)...
Side Chain Effect on the Double Helix Formation of Ethynylhelicene Oligomers
Nozomi Saito , Ryo Terakawa , Masanori Shigeno , Ryo Amemiya , and Masahiko YamaguchiThe Journal of Organic Chemistry 0 (ja),Side Chain Effect on the Double Helix Formation of Ethynylhelicene Oligomers
Nozomi Saito , Ryo Terakawa , Masanori Shigeno , Ryo Amemiya , and Masahiko YamaguchiThe Journal of Organic Chemistry 0 (ja),Three series of ethynylhelicene oligomers with different side chains were synthesized: (P)-bD-n (n = 2-6) with branched alkyloxycarbonyl side chains; (P)-S-n (n = 2-7) with decylsulfanyl side chains; and (P)-DF-n (n = 4, 6, 8, 10) with alternating ...
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History
- Published In Issue September 22, 2010
- Article ASAPAugust 27, 2010
- Received: June 30, 2010
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