Rational Optimization of the Petasis Three‐Component Reaction as a Feasible Elementary Reaction in Polymer Chemistry

In this research, the Petasis three‐component reaction (Petasis‐3CR) among aromatic boronic acids, amines, and glyoxylic acids is feasibly optimized to seek integration with polymer synthesis. The Petasis‐3CR is expanded using protected boronic acids, bypassing the disadvantages of the polymers feat...

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Bibliographic Details
Published in:Macromolecular chemistry and physics 2021-01, Vol.222 (2), p.n/a
Main Authors: Takahashi, Ryo, Kakuchi, Ryohei
Format: Article
Language:English
Subjects:
Amines
Amino acids
Chemical synthesis
multicomponent reactions
Optimization
Petasis reaction
Polymer chemistry
Polymers
α‐amino acids
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Summary:In this research, the Petasis three‐component reaction (Petasis‐3CR) among aromatic boronic acids, amines, and glyoxylic acids is feasibly optimized to seek integration with polymer synthesis. The Petasis‐3CR is expanded using protected boronic acids, bypassing the disadvantages of the polymers featuring boronic acids. Based on the modification, the Petasis‐3CR is now highly compatible with synthetic polymer chemistry, yielding poly (α‐amino acids), which are otherwise difficult to synthesize. The Petasis‐3CR is engineered in this work, aiming integration with polymer synthesis. N‐methyliminodiacetic acid (MIDA) boronic acid esters are revealed to be a feasible alternative for free boronic acids, which enable the bypassing of the disadvantages arising from the chemical nature of boronic acid derivatives and realizes an access to poly(α‐amino acid)s.
ISSN:1022-1352
1521-3935
DOI:10.1002/macp.202000347