Journal
SCIENCE CHINA-CHEMISTRY
Volume 58, Issue 11, Pages 1734-1740Publisher
SCIENCE PRESS
DOI: 10.1007/s11426-015-5448-0
Keywords
multicomponent polymerizations; multicomponent reaction; sequence-defined polymers; Passerini reaction
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Funding
- National Natural Science Foundation of China [51273187, 21374107]
- Fundamental Research Funds for the Central Universities [WK2060200012]
- Program for New Century Excellent Talents in Universities [NCET-11-0882]
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Multicomponent polymerizations have become powerful tools for the construction of sequence-defined polymers. Although the Passerini multicomponent reaction has been widely used in the synthesis of sequence-defined polymers, the tandem usage of the Passerini multicomponent reaction and other multicomponent reactions in one-pot for the synthesis of sequence-defined polymers has not been developed until now. In this contribution, we report the tandem usage of the Passerini three-component reaction and the three-component amine-thiol-ene conjugation reaction in one pot for the synthesis of sequence-defined polymers. The Passerini reaction between methacrylic acid, adipaldehyde, and 2-isocyanobutanoate was carried out, affording a new molecule containing two alkene units. Subsequently, an amine and a thiolactone were added to the reaction system, whereupon the three-component amine-thiol-ene conjugating reaction occurred to yield a sequence-defined polymer. This method offers more rapid access to sequence-defined polymers with high molecular diversity and complexity.
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