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Metal‐Free Activation in the Anionic Ring‐Opening Polymerization of Cyclopropane Derivatives
Author(s) -
Illy Nicolas,
Boileau Sylvie,
Penelle Jacques,
Barbier Valessa
Publication year - 2009
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200900303
Subject(s) - cyclopropane , thiophenol , polymer chemistry , anionic addition polymerization , chemistry , phosphazene , ring opening polymerization , metalation , polymerization , electrophile , carbanion , reactivity (psychology) , living anionic polymerization , cationic polymerization , polymer , medicinal chemistry , ring (chemistry) , organic chemistry , catalysis , medicine , alternative medicine , pathology
The successful activation observed when using Bu t P 4 phosphazene base and thiophenol or bisthiols for the anionic ring opening polymerization (ROP) of di‐ n ‐propyl cyclopropane‐1,1‐dicarboxylate is described. Well‐defined monofunctional or difunctional polymers with a very narrow molecular weight distribution were obtained through a living process. Quantitative end‐capping of the propagating malonate carbanion was accessible by using either an electrophilic reagent such as allyl bromide or a strong acid such as HCl. Kinetics studies demonstrated a much higher reactivity compared to the conventional route using alkali metal thiophenolates.