Palladium-Catalyzed Mizoroki-Heck and Copper-Free Sonogashira Coupling Reactions in Water Using Thermoresponsive Polymer Micelles

A few kinds of thermoresponsive diblock copolymers have been synthesized and utilized for palladium-catalyzed coupling reactions in water. Poly( -isopropylacrylamide) (PNIPAAm) and poly( , -diethylacrylamide) (PDEAAm) are employed for thermoresponsive segments and poly(sodium 4-styrenesulfonate) (PS...

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Bibliographic Details
Published in:Polymers 2021-08, Vol.13 (16), p.2717
Main Authors: Suzuki, Noriyuki, Koyama, Shun, Koike, Rina, Ebara, Nozomu, Arai, Rikito, Takeoka, Yuko, Rikukawa, Masahiro, Tsai, Fu-Yu
Format: Article
Language:English
Subjects:
Acids
Aqueous solutions
Block copolymers
Chemical industry
Chemical reactions
Chemical synthesis
Chromatography
Copolymers
Coupling
Micelles
Molecular weight
Palladium
Polyisopropyl acrylamide
Polymerization
Polymers
Segments
Sodium
Solvents
Spectrum analysis
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Summary:A few kinds of thermoresponsive diblock copolymers have been synthesized and utilized for palladium-catalyzed coupling reactions in water. Poly( -isopropylacrylamide) (PNIPAAm) and poly( , -diethylacrylamide) (PDEAAm) are employed for thermoresponsive segments and poly(sodium 4-styrenesulfonate) (PSSNa) and poly(sodium 2-acrylamido-methylpropanesulfonate) (PAMPSNa) are employed for hydrophilic segments. Palladium-catalyzed Mizoroki-Heck reactions are performed in water and the efficiency of the extraction process is studied. More efficient extraction was observed for the PDEAAm copolymers when compared with the PNIPAAm copolymers and conventional surfactants. In the study of the Sonogashira coupling reactions in water, aggregative precipitation of the products was observed. Washing the precipitate with water gave the product with satisfactory purity with a good yield.
ISSN:2073-4360
2073-4360
DOI:10.3390/polym13162717