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Issue 7, 2013
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Photocontrolled template-directed synthesis of complementary double helices assisted by amidinium–carboxylate salt bridge formation

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Abstract

The template-directed imine-bond forming reactions between chiral amidines or achiral carboxylic acids monomers bearing a formyl or an amino group at one end were remarkably accelerated 34- or 10-fold in chloroform in the presence of the corresponding optically inactive carboxylic acid dimer or optically active amidine dimer linked by a trans-azobenzene unit as the template, respectively. The cis-azobenzene-linked carboxylic acid template markedly slowed the monomer conversions, and hence a reversible photocontrolled dimerization was achieved by light-induced cistrans isomerization upon alternative irradiation with UV and visible light.

Graphical abstract: Photocontrolled template-directed synthesis of complementary double helices assisted by amidinium–carboxylate salt bridge formation

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Publication details

The article was received on 27 Mar 2013, accepted on 14 May 2013 and first published on 16 May 2013


Article type: Edge Article
DOI: 10.1039/C3SC50833A
Citation: Chem. Sci., 2013,4, 2960-2966
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    Photocontrolled template-directed synthesis of complementary double helices assisted by amidinium–carboxylate salt bridge formation

    J. Tanabe, D. Taura, H. Yamada, Y. Furusho and E. Yashima, Chem. Sci., 2013, 4, 2960
    DOI: 10.1039/C3SC50833A

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