RT Journal Article
T1 Cp*RuCl-Vinyl Carbenes: Two Faces and the Bifunctional Role in Catalytic Processes
A1 Padín Santos, Damián
A1 Varela Carrete, Jesús Ángel
A1 Saá Rodríguez, Carlos
K1 Carbenes
K1 Cycloadditions
K1 Metathesis
K1 Ruthenium
K1 Ylides
AB Ruthenium vinyl carbenes derived from Cp/Cp*RuCl‐based complexes (Cp=cyclopentadiene, Cp*=1,2,3,4,5‐pentamethylcyclopentadiene) have been routinely invoked as key intermediates in tandem reactions involving a carbene/alkyne metathesis (CAM). A priori, these intermediates resemble the Grubbs‐type family of catalysts, but they exhibit a completely different reactivity pattern that few, if any, other catalytic system can reproduce so far. The reactivity of these species with α‐unsubstituted and α‐substituted alkynals showcases the peculiarities of these intermediates. Although Z‐vinyl dihydrooxazines are preferentially obtained with the former, Z‐vinyl epoxypyrrolidines are obtained with the latter. A combination of spectroscopic and computational data now prove that a η3‐coordination mode of the ruthenium vinyl carbene and the presence of a Lewis basic chloride ligand give rise to two markedly different stereoelectronic faces, which are responsible for the unconventional reactivity of these species.
PB Wiley
SN 0947-6539
YR 2020
FD 2020
LK http://hdl.handle.net/10347/23359
UL http://hdl.handle.net/10347/23359
LA eng
NO Padín, D., Varela, J. A., Saá, C. (2020). Cp*RuCl-Vinyl Carbenes: Two Faces and the Bifunctional Role in Catalytic Processes. Chem. Eur. J., 26, 33, 7470-7478
NO NOTICE: This is the peer reviewed version of the following article: Padín, D., Varela, J. A., Saá, C. (2020). Cp*RuCl-Vinyl Carbenes: Two Faces and the Bifunctional Role in Catalytic Processes. Chem. Eur. J., 26, 33, 7470-7478. doi:[10.1002/chem.202000391]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for self-archiving
NO This work has received financial support from MINECO (project CTQ2017-87939R and ORFEO-CINQA network CTQ2016-81797-REDC and RED2018-102387-T), the Xunta de Galicia (project ED431C 2018/04 and Centro singular de investigación de Galicia accreditation 2016-2019, ED431G/09) and the European Union (European Regional Development Fund – ERDF). D.P. thanks MEC for a predoctoral FPU fellowship (FPU15/02132)
DS Minerva
RD 24 abr 2026