Organocatalytic CS<sub>2</sub> insertion into epoxides in neat conditions: a straightforward approach for the efficient synthesis of Di- and tri-thiocarbonates
The straightforward organocatalytic insertion of carbon disulfide (CS<sub>2</sub>) into epoxides using either choline chloride (<i>ChCl</i>) or tetrabutylammonium chloride (TBACl) is reported, for the first time, under solvent-free (neat) conditions. Fine-tuning of our system allowed us to obtain either dithiocarbonates (DTCs) or trithiocarbonates (TTCs) with high efficiency. Additionally, a mechanistic proposal is presented, supported by experimental evidence, DFT calculations and wavefunction analyses.
Authors
- Marcos López‐Aguilar (ORCID: https://orcid.org/0000-0001-6960-4118)
- Vicente del Amo (ORCID: https://orcid.org/0000-0003-4237-2817)
- Miguel Gallegos (ORCID: https://orcid.org/0000-0001-7472-8158)
- Carmen Concellón (ORCID: https://orcid.org/0000-0002-2029-1664)
- Nicolás Ríos‐Lombardía (ORCID: https://orcid.org/0000-0003-3501-1407)
- Daniel Barrena-Espés (ORCID: https://orcid.org/0000-0001-6326-9611)
- Joaquín García‐Álvarez (ORCID: https://orcid.org/0000-0003-2266-744X)
Institutions
- Universidad de Oviedo (ES)
Publication Details
- Journal
- Chemical Communications
- Published
- 2024-12-23
- DOI
- https://doi.org/10.1039/d4cc05154h
- Citations
- 1
- Primary Topic
- Carbon dioxide utilization in catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.18
Funders
- Gobierno del Principado de Asturias
- Agencia Estatal de Investigación