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Bifunctional Fluoroalcohol Catalysts Enabled Sustainable Synthesis of Poly(amino acid)s †
Author(s) -
He Wenjing,
Tao Youhua
Publication year - 2021
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202100205
Subject(s) - bifunctional , chemistry , polymerization , catalysis , monomer , polymer chemistry , alcohol , hydrogen bond , molecule , combinatorial chemistry , organic chemistry , polymer
Main observation and conclusion A series of novel bifunctional single‐molecule hydrogen‐bonding organocatalysts based on fluorinated tertiary alcohol were synthesized to mediate the metal‐free polymerization of α ‐amino acid N ‐carboxyanhydride (NCA) monomer. Through the screening of catalysts, the polymerization catalyzed by the preferred bifunctional fluoroalcohol catalyst proceeded in a fast and controlled manner, affording high molecular weight polypeptide up to 35.2 × 10 4 Da with relatively narrow molecular weight distribution ( Đ < 1.20). A phenomenon of self‐accelerating effect of polymerization induced by α ‐helical structure of polypeptides was observed, and a possible polymerization pathway has been discussed.