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Alkyne Polymers from Stable Butatriene Homologues: Controlled Radical Polymerization of Vinylidenecyclopropanes.

Alkyne Polymers from Stable Butatriene Homologues: Controlled Radical Polymerization of Vinylidenecyclopropanes.

Authors :
Wu B
Ding QJ
Wang ZL
Zhu R
Source :
Journal of the American Chemical Society [J Am Chem Soc] 2023 Feb 01; Vol. 145 (4), pp. 2045-2051. Date of Electronic Publication: 2023 Jan 23.
Publication Year :
2023

Abstract

Controlled polymerization of cumulenic monomers represents a promising yet underdeveloped strategy toward well-defined alkyne polymers. Here we report a stereoelectronic effect-inspired approach using simple vinylidenecyclopropanes (VDCPs) as butatriene homologues in controlled radical ring-opening polymerizations. While being thermally stable, VDCPs mimic butatrienes via conjugation of the cyclopropane ring. This leads to exclusive terminal-selective propagation that affords a highly structurally regular alkyne-based backbone, featuring complete ring-opening and no backbiting regardless of polymerization conditions.

Details

Language :
English
ISSN :
1520-5126
Volume :
145
Issue :
4
Database :
MEDLINE
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
36688814
Full Text :
https://doi.org/10.1021/jacs.2c12220