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Catalyst‐ and Initiator‐Free Radical Addition under Mild Conditions: A Macromolecular Conjugation Tool
Author(s) -
Autissier Laurent,
Mabrouk Kamel,
Chendo Christophe,
Guillaneuf Yohann,
Rollet Marion,
Charles Laurence,
Gigmes Didier,
Trimaille Thomas
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201800035
Subject(s) - chemistry , radical initiator , self healing hydrogels , macromolecule , catalysis , polymer chemistry , copolymer , dissociation (chemistry) , radical polymerization , reaction conditions , organic chemistry , polymer , biochemistry
A catalyst/initiator‐free radical addition reaction performed under mild conditions (water, 30 °C) with high yields is reported for the first time. This reaction implies simple pH‐mediated alkoxyamine dissociation followed by addition onto olefinic substrates. The versatility and relevance of this selective reaction for macromolecular conjugation and engineering are shown through the syntheses of block copolymers, as well as hydrogels containing in situ‐loaded proteins, which could retain biological activity. This contrasts with standard thermal radical conditions that lead to complete protein inactivation.