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Issue 17, 2015
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Dual side chain control in the synthesis of novel sequence-defined oligomers through the Ugi four-component reaction

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Abstract

The synthesis of sequence-defined oligomers by the iterative application of the modular Ugi four-component reaction (U-4CR) and the efficient thiol–ene addition reaction is described. By varying the amine component in the U-4CR, a sequence-defined and monodisperse tetramer (M = 1568.5 g mol−1) was obtained. More interestingly, if both the amine and the isocyanide components were varied simultaneously in the U-4CR, a double sequence-controlled, monodisperse pentamer (M = 2411.8 g mol−1) bearing ten different and selectable side chains was obtained. All oligomers were thoroughly characterized by NMR and IR spectroscopy, mass spectrometry and GPC.

Graphical abstract: Dual side chain control in the synthesis of novel sequence-defined oligomers through the Ugi four-component reaction

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Publication details

The article was received on 23 Mar 2015, accepted on 23 Mar 2015, published on 24 Mar 2015 and first published online on 24 Mar 2015


Article type: Communication
DOI: 10.1039/C5PY00424A
Citation: Polym. Chem., 2015,6, 3201-3204
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    Dual side chain control in the synthesis of novel sequence-defined oligomers through the Ugi four-component reaction

    S. C. Solleder, K. S. Wetzel and M. A. R. Meier, Polym. Chem., 2015, 6, 3201
    DOI: 10.1039/C5PY00424A

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