C-H Bond Activation by a Ruthenium(II) beta-Diketonate Complex: A Mechanistic Study

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F18%3A10389378" target="_blank" >RIV/00216208:11310/18:10389378 - isvavai.cz</a>
Result on the web
<a href="https://doi.org/10.1002/ejoc.201800787" target="_blank" >https://doi.org/10.1002/ejoc.201800787</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.201800787" target="_blank" >10.1002/ejoc.201800787</a>

Result language
angličtina
Original language name
C-H Bond Activation by a Ruthenium(II) beta-Diketonate Complex: A Mechanistic Study
Original language description
Ruthenium(II)-catalysed C-H bond activation of arenes containing a functional directing group depends on the ligand coordinated to ruthenium(II). In this study, 2-phenylpyridine C-H activation catalysed by a "piano-stool" ruthenium(II) complex containing a fluorinated beta-diketonate ligand was examined by ESI-MS in combination with CID experiments. [Ru(beta-diketonate)((PhPy)-Ph-CT)Cl](+) was identified as an active intermediate, and its collisional activation leads to C-H activation. CID analysis indicates proton transfer from the phenylpyridine to the chlorine anion, showing HCl elimination, while the beta-diketonate ligand is retained in the complex together with the activated phenylpyridine. Furthermore, DFT calculations were performed for the neutral analogue [Ru(beta-diketonate)(PhPy)Cl] to identify all ruthenium intermediates along the C-H activation reaction pathway. The results suggest that the most stable structure of [Ru(beta-diketonate)(PhPy)Cl] has pre-activated 2-phenylpyridine with a partly developed Ru-H bond. Further, we show that K2CO3 is not directly involved in the C-H activation step and it serves in the reaction as a base.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry

Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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