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- Title
A Switchable Domino Process for the Construction of Novel CO<sub>2</sub>‐Sourced Sulfur‐Containing Building Blocks and Polymers.
- Authors
Ouhib, Farid; Grignard, Bruno; Van Den Broeck, Elias; Luxen, André; Robeyns, Koen; Van Speybroeck, Veronique; Jerome, Christine; Detrembleur, Christophe
- Abstract
α‐Alkylidene cyclic carbonates (αCCs) recently emerged as attractive CO2‐sourced synthons for the construction of complex organic molecules. Herein, we report the transformation of αCCs into novel families of sulfur‐containing compounds by organocatalyzed chemoselective addition of thiols, following a domino process that is switched on/off depending on the desired product. The process is extremely fast and versatile in substrate scope, provides selectively linear thiocarbonates or elusive tetrasubstituted ethylene carbonates with high yields following a 100 % atom economy reaction, and valorizes CO2 as a renewable feedstock. It is also exploited to produce a large diversity of unprecedented functional polymers. It constitutes a robust platform for the design of new sulfur‐containing organic synthons and important families of polymers.
- Subjects
BLOCK copolymers; THIOLS; SULFUR compounds; BIOMASS chemicals; CONSTRUCTION
- Publication
Angewandte Chemie, 2019, Vol 131, Issue 34, p11894
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201905969