Two tandem multicomponent reactions for the synthesis of sequence-defined polymers

Yang, Lu; Zhang, Ze; Cheng, Bo-Fei; You, Ye‐Zi; Wu, Decheng

doi:10.1007/s11426-015-5448-0

Cited by 27 publications

(15 citation statements)

References 39 publications

(54 reference statements)

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“…Our group further extended the multicomponent cascade reaction system by combining Passerini reaction as the first multicomponent reaction and above amine–thiol–ene conjugation as the second multicomponent reaction . As shown in Figure A, methacrylic acid, adipaldehyde, and ethyl isocyanoacetate were mixed together to generate bifunctional methacrylate (ABA sequence) with conversion of 96% via Passerini reaction.…”

Section: Synthesis Of Sequence‐controlled Polymers Based On Multicompmentioning

confidence: 99%

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Multicomponent Reactions and Multicomponent Cascade Reactions for the Synthesis of Sequence‐Controlled Polymers

Zhang

You

Hong

2018

Macromol. Rapid Commun.

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Control over the monomer sequence during polymerization has attracted great attention in polymer science, but it remains a serious challenge. Recently, multicomponent reactions have been playing a significant role in the synthesis of sequence-controlled polymers due to their inherent advantage of combining three or more starting materials in time-saving, one-pot operations to afford complex microstructures. In this feature article, the recent representative developments in the synthesis of sequence-controlled polymers by multicomponent reactions are highlighted to give insight on the design of novel sequence-controlled polymers with sufficient molecular diversity and complexity. The main part of this article is divided into three sections according to the different polymerization strategies using multicomponent reactions: direct multicomponent polymerization, multicomponent cascade polymerization, and iterative multicomponent reaction, respectively. It is anticipated that this feature article may provide some guidance for the fabrication of sequence-controlled polymers by multicomponent reactions.

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Section: Synthesis Of Sequence‐controlled Polymers Based On Multicompmentioning

confidence: 99%

“…Outline of the one‐pot preparation of sequence‐controlled polymers with different microstructures by combining Passerini reaction and amine–thiol–ene conjugation. Reproduced with permission . Copyright 2015, Springer.…”

Section: Synthesis Of Sequence‐controlled Polymers Based On Multicompmentioning

confidence: 99%

Multicomponent Reactions and Multicomponent Cascade Reactions for the Synthesis of Sequence‐Controlled Polymers

Zhang

You

Hong

2018

Macromol. Rapid Commun.

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“…As was the case for CuAAC, the functionalization can easily be done by incorporating a reaction partner on the side chain or the backbone. Next to generally available thiols, this strategy enabled easy incorporation of sugar units, glutathione, biotin, and cholesterol in a postmodification strategy.…”

Section: Click and Click‐inspired Reactions For Sequence Buildingmentioning

confidence: 99%

“…Other strategies to make SCPs based upon the aminolysis of thiolactone were explored by Hong and co‐workers by (sequentially) adding different monomers in one pot . This addition caused selective reactions between the different monomers and resulted in stepwise polymerizations.…”

Section: Click and Click‐inspired Reactions For Sequence Buildingmentioning

confidence: 99%

Click and Click‐Inspired Chemistry for the Design of Sequence‐Controlled Polymers

Martens

Holloway

Prez

2017

Macromol. Rapid Commun.

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During the previous decade, many popular chemical reactions used in the area of "click" chemistry and similarly efficient "click-inspired" reactions have been applied for the design of sequence-defined and, more generally, sequence-controlled structures. This combination of topics has already made quite a significant impact on scientific research to date and has enabled the synthesis of highly functionalized and complex oligomeric and polymeric structures, which offer the prospect of many exciting further developments and applications in the near future. This minireview highlights the fruitful combination of these two topics for the preparation of sequence-controlled oligomeric and macromolecular structures and showcases the vast number of publications in this field within a relatively short span of time. It is divided into three sections according to the click-(inspired) reaction that has been applied: copper-catalyzed azide-alkyne cycloaddition, thiol-X, and related thiolactone-based reactions, and finally Diels-Alder-chemistry-based routes are outlined, respectively.

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“…Whilst many different approaches exist, the use of multi-component reactions seems to be a logical choice within this area and such reactions have indeed been shown to be highly effective tools for the synthesis of sequence-defined macromolecules. 17,18,[33][34][35][36][37][38][39][40] In particular, the Passerini three-component reaction (P-3CR, Scheme 1, top left) between an acid, an aldehyde and an isocyanide, first discovered in 1921, 41 has been reported to be a highly effective technique in sequence-defined oligomer synthesis. [33][34][35][36] On the other hand, "click" chemistry, a term first introduced by Sharpless and coworkers in 2001, 42 is also an ideal concept for sequence-defined synthesis.…”

Section: Introductionmentioning

confidence: 99%

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

et al. 2019

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Two tandem multicomponent reactions for the synthesis of sequence-defined polymers

Cited by 27 publications

References 39 publications

Multicomponent Reactions and Multicomponent Cascade Reactions for the Synthesis of Sequence‐Controlled Polymers

Multicomponent Reactions and Multicomponent Cascade Reactions for the Synthesis of Sequence‐Controlled Polymers

Click and Click‐Inspired Chemistry for the Design of Sequence‐Controlled Polymers

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

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