Comparison of Pyrylium and Thiopyrylium Photooxidants in Metal-Free Ring-Opening Metathesis Polymerization

Abstract Systematically varied pyrylium and thiopyrylium photo-oxidants have been evaluated in the metal-free ring-opening-metathesis polymerization (MF-ROMP) of norbornene. Across the series, we observed higher conversion into polynorbornene from thiopyrylium species in comparison with pyrylium sal...

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Bibliographic Details
Published in:Synlett 2016-01, Vol.27 (5), p.759-762
Main Authors: Pascual, Laura M. M., Dunford, Damian G., Goetz, Adam E., Ogawa, Kelli A., Boydston, Andrew J.
Format: Article
Language:English
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Summary:Abstract Systematically varied pyrylium and thiopyrylium photo-oxidants have been evaluated in the metal-free ring-opening-metathesis polymerization (MF-ROMP) of norbornene. Across the series, we observed higher conversion into polynorbornene from thiopyrylium species in comparison with pyrylium salts that were otherwise similarly functionalized. Additionally, more electron-rich photo-oxidants (i.e., weaker oxidants) correlated with higher conversions.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0035-1561330