Chain-length-dependent reactivity of alkenyl phosphates in ruthenium-catalyzed cross-metathesis
3
Issued Date
2025-01-01
Resource Type
ISSN
13597345
eISSN
1364548X
Scopus ID
2-s2.0-105023555872
Journal Title
Chemical Communications
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SCOPUS
Bibliographic Citation
Chemical Communications (2025)
Suggested Citation
Pontavatchai A., Schwedtmann K., Royla P., Schwedtmann K., Khamnaen T., Schwarzenbolz U., Henle T., Somsook E., Weigand J.J. Chain-length-dependent reactivity of alkenyl phosphates in ruthenium-catalyzed cross-metathesis. Chemical Communications (2025). doi:10.1039/d5cc05790f Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/113457
Title
Chain-length-dependent reactivity of alkenyl phosphates in ruthenium-catalyzed cross-metathesis
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Abstract
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 via a proton-coupled phosphate elimination mechanism.