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

(2019) POLYMER CHEMISTRY. 10(28). p.3859-3867
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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.
Keywords
MULTICOMPONENT REACTIONS, BUILDING-BLOCKS, OLIGOMERS, CHEMISTRY, POLYMERS, STRATEGY, TRIAZOLINEDIONES, DERIVATIVES, DEFINITION, COPOLYMERS

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Please use this url to cite or link to this publication:

MLA
Holloway, Joshua, et al. “Direct Comparison of Solution and Solid Phase Synthesis of Sequence-Defined Macromolecules.” POLYMER CHEMISTRY, vol. 10, no. 28, 2019, pp. 3859–67.
APA
Holloway, J., Wetzel, K. S., Martens, S., Du Prez, F., & Meier, M. A. (2019). Direct comparison of solution and solid phase synthesis of sequence-defined macromolecules. POLYMER CHEMISTRY, 10(28), 3859–3867.
Chicago author-date
Holloway, Joshua, Katharina S Wetzel, Steven Martens, Filip Du Prez, and Michael AR Meier. 2019. “Direct Comparison of Solution and Solid Phase Synthesis of Sequence-Defined Macromolecules.” POLYMER CHEMISTRY 10 (28): 3859–67.
Chicago author-date (all authors)
Holloway, Joshua, Katharina S Wetzel, Steven Martens, Filip Du Prez, and Michael AR Meier. 2019. “Direct Comparison of Solution and Solid Phase Synthesis of Sequence-Defined Macromolecules.” POLYMER CHEMISTRY 10 (28): 3859–3867.
Vancouver
1.
Holloway J, Wetzel KS, Martens S, Du Prez F, Meier MA. Direct comparison of solution and solid phase synthesis of sequence-defined macromolecules. POLYMER CHEMISTRY. 2019;10(28):3859–67.
IEEE
[1]
J. Holloway, K. S. Wetzel, S. Martens, F. Du Prez, and M. A. Meier, “Direct comparison of solution and solid phase synthesis of sequence-defined macromolecules,” POLYMER CHEMISTRY, vol. 10, no. 28, pp. 3859–3867, 2019.
@article{8638797,
  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.},
  author       = {Holloway, Joshua and Wetzel, Katharina S and Martens, Steven and Du Prez, Filip and Meier, Michael AR},
  issn         = {1759-9954},
  journal      = {POLYMER CHEMISTRY},
  keywords     = {MULTICOMPONENT REACTIONS,BUILDING-BLOCKS,OLIGOMERS,CHEMISTRY,POLYMERS,STRATEGY,TRIAZOLINEDIONES,DERIVATIVES,DEFINITION,COPOLYMERS},
  language     = {eng},
  number       = {28},
  pages        = {3859--3867},
  title        = {Direct comparison of solution and solid phase synthesis of sequence-defined macromolecules},
  url          = {http://dx.doi.org/10.1039/c9py00558g},
  volume       = {10},
  year         = {2019},
}

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