Chain-length-dependent reactivity of alkenyl phosphates in ruthenium-catalyzed cross-metathesis
We report a chain-length-dependent reactivity pattern in the cross-metathesis of alkenyl phosphates catalyzed by the second-generation Grubbs catalyst (GII). While vinyl phosphates undergo unproductive decomposition to generate a ruthenium-carbide complex, extending the alkyl spacer restores productive cross-metathesis. DFT studies rationalize this transformation to occur <i>via</i> a proton-coupled phosphate elimination mechanism.
Authors
- Thomas Henle (ORCID: https://orcid.org/0000-0001-6220-7267)
- Philipp Royla (ORCID: https://orcid.org/0000-0001-9267-742X)
- Uwe Schwarzenbolz (ORCID: https://orcid.org/0009-0003-0547-1522)
- Jan J. Weigand (ORCID: https://orcid.org/0000-0001-7323-7816)
- Kai Schwedtmann (ORCID: https://orcid.org/0000-0002-7965-2647)
- Tossapol Khamnaen
- Ekasith Somsook (ORCID: https://orcid.org/0000-0002-4659-8349)
- Kevin Schwedtmann
- Apicha Pontavatchai (ORCID: https://orcid.org/0009-0009-3555-1279)
Institutions
- Mahidol University (TH)
- SCG Chemicals (Thailand) (TH)
- Technische Universität Dresden (DE)
Publication Details
- Journal
- Chemical Communications
- Published
- 2025-12-03
- DOI
- https://doi.org/10.1039/d5cc05790f
- Primary Topic
- Synthetic Organic Chemistry Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Deutsche Forschungsgemeinschaft
- SCG Chemicals
- Erasmus+