volume 22 issue 29 pages 10009-10016

Hydrogenation and Transfer Hydrogenation Promoted by Tethered Ru−S Complexes: From Cooperative Dihydrogen Activation to Hydride Abstraction/Proton Release from Dihydrogen Surrogates

Publication typeJournal Article
Publication date2016-06-17
scimago Q1
wos Q2
SJR0.981
CiteScore6.7
Impact factor3.7
ISSN09476539, 15213765
General Chemistry
Catalysis
Organic Chemistry
Abstract
Hydrogenation and transfer hydrogenation of imines with cyclohexa-1,4-dienes, as well as with a representative Hantzsch ester dihydrogen surrogate, are reported. Both processes are catalyzed by tethered Ru-S complexes but differ in the activation mode of the dihydrogen source: cooperative activation of the H-H bond at the Ru-S bond leads to the corresponding Ru-H complex and protonation of the sulfur atom, whereas the same cationic Ru-S catalyst abstracts a hydride from a donor-substituted cyclohexa-1,4-diene to form the neutral Ru-H complex and a low-energy Wheland intermediate. A sequence of proton and hydride transfers on the imine substrate then yields an amine. The reaction pathways are analyzed computationally, and the established mechanistic pictures are in agreement with the experimental observations.
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GOST Copy
Lefranc A. et al. Hydrogenation and Transfer Hydrogenation Promoted by Tethered Ru−S Complexes: From Cooperative Dihydrogen Activation to Hydride Abstraction/Proton Release from Dihydrogen Surrogates // Chemistry - A European Journal. 2016. Vol. 22. No. 29. pp. 10009-10016.
GOST all authors (up to 50) Copy
Lefranc A., Qu Z., Grimme S., Oestreich M. Hydrogenation and Transfer Hydrogenation Promoted by Tethered Ru−S Complexes: From Cooperative Dihydrogen Activation to Hydride Abstraction/Proton Release from Dihydrogen Surrogates // Chemistry - A European Journal. 2016. Vol. 22. No. 29. pp. 10009-10016.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/chem.201600386
UR - https://doi.org/10.1002/chem.201600386
TI - Hydrogenation and Transfer Hydrogenation Promoted by Tethered Ru−S Complexes: From Cooperative Dihydrogen Activation to Hydride Abstraction/Proton Release from Dihydrogen Surrogates
T2 - Chemistry - A European Journal
AU - Lefranc, Alice
AU - Qu, Zheng-Wang
AU - Grimme, Stefan
AU - Oestreich, Martin
PY - 2016
DA - 2016/06/17
PB - Wiley
SP - 10009-10016
IS - 29
VL - 22
PMID - 27311877
SN - 0947-6539
SN - 1521-3765
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2016_Lefranc,
author = {Alice Lefranc and Zheng-Wang Qu and Stefan Grimme and Martin Oestreich},
title = {Hydrogenation and Transfer Hydrogenation Promoted by Tethered Ru−S Complexes: From Cooperative Dihydrogen Activation to Hydride Abstraction/Proton Release from Dihydrogen Surrogates},
journal = {Chemistry - A European Journal},
year = {2016},
volume = {22},
publisher = {Wiley},
month = {jun},
url = {https://doi.org/10.1002/chem.201600386},
number = {29},
pages = {10009--10016},
doi = {10.1002/chem.201600386}
}
MLA
Cite this
MLA Copy
Lefranc, Alice, et al. “Hydrogenation and Transfer Hydrogenation Promoted by Tethered Ru−S Complexes: From Cooperative Dihydrogen Activation to Hydride Abstraction/Proton Release from Dihydrogen Surrogates.” Chemistry - A European Journal, vol. 22, no. 29, Jun. 2016, pp. 10009-10016. https://doi.org/10.1002/chem.201600386.