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Issue 28, 2019
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Direct comparison of solution and solid phase synthesis of sequence-defined macromolecules

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Abstract

The synthesis of perfectly defined, monodisperse macromolecules is one of the challenges faced by polymer chemists today. Such precision synthesis requires a fundamentally different approach to conventional polymer synthesis, but in turn can unlock the door to many new applications. Therefore, we introduce here the combination of ultra-fast “click” reactions using 1,2,4-triazoline-3,5-diones (TAD) with the highly efficient and versatile Passerini three-component reaction. This new approach not only resulted in the synthesis of monodisperse, sequence-defined macromolecules of high purity and molecular weight (>7000 Da), but also offered new insights into the iterative synthesis of sequence-defined macromolecules in general, as we present a detailed comparative study of the same chemistry protocols carried out on solid phase as well as in solution.

Graphical abstract: Direct comparison of solution and solid phase synthesis of sequence-defined macromolecules

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Supplementary files

Article information


Submitted
15 Apr 2019
Accepted
04 Jun 2019
First published
05 Jun 2019

This article is Open Access

Polym. Chem., 2019,10, 3859-3867
Article type
Paper

Direct comparison of solution and solid phase synthesis of sequence-defined macromolecules

J. O. Holloway, K. S. Wetzel, S. Martens, F. E. Du Prez and M. A. R. Meier, Polym. Chem., 2019, 10, 3859
DOI: 10.1039/C9PY00558G

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