(η6-Arene)ruthenium(N-heterocyclic carbene) Complexes for the Chelation-Assisted Arylation and Deuteration of Arylpyridines: Catalytic Studies and Mechanistic Insights
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comunitat-uji-handle2:10234/7053
comunitat-uji-handle3:10234/8639
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http://dx.doi.org/10.1002/adsc.201000049 |
Metadades
Títol
(η6-Arene)ruthenium(N-heterocyclic carbene) Complexes for the Chelation-Assisted Arylation and Deuteration of Arylpyridines: Catalytic Studies and Mechanistic InsightsData de publicació
2010Editor
Wiley-VCHISSN
1615-4150Cita bibliogràfica
Advanced Synthesis & Catalysis (2010), 352, 7, p. 1155-1162Tipus de document
info:eu-repo/semantics/articleVersió de l'editorial
http://onlinelibrary.wiley.com/doi/10.1002/adsc.201000049/abstractParaules clau / Matèries
Resum
A series of (η6-arene)ruthenium complexes have been tested in the arylation of arylpyridines. One (η6-p-cymene)ruthenium(N-heterocyclic carbene) complex (labelled as 1 in the text) was found to be the most effective, ... [+]
A series of (η6-arene)ruthenium complexes have been tested in the arylation of arylpyridines. One (η6-p-cymene)ruthenium(N-heterocyclic carbene) complex (labelled as 1 in the text) was found to be the most effective, being capable of arylating a wide set of substantially different arylpyridines. Complex 1 is also able to promote the regioselective deuteration of a series of arylated N-heterocycles, via a nitrogen-directed mechanism. Two of the deuterated amines were used to measure the kinetic isotope effect (KIE) in the arylation process. The detection of an inverse KIE, together with the observation that the CH activation process does not require the addition of a base, suggest that the rate-limiting step in the arylation process may be different to that of previously reported studies. [-]
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