Influence of R–NHC Coupling on the Outcome of R–X Oxidative Addition to Pd/NHC Complexes (R = Me, Ph, Vinyl, Ethynyl)
Тип публикации: Journal Article
Дата публикации: 2017-11-07
scimago Q2
wos Q1
БС1
SJR: 0.676
CiteScore: 5.1
Impact factor: 2.9
ISSN: 02767333, 15206041
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Краткое описание
Oxidative addition of organic halides (R–X) to (NHC)Pd0L complexes is involved in numerous metal-catalyzed reactions, and this step is expected to afford (NHC)PdII(R)(X)L intermediate complexes. However, these complexes may undergo further transformation via R–NHC coupling, which removes the NHC ligands from the metal and results in the generation of “bare” NHC-free metal species. The comparative theoretical study carried out in the present work revealed that the kinetic and thermodynamic stability of the (NHC)PdII(R)(X)L oxidative addition intermediates depends strongly on the nature of the organic group R. The predicted reactivity in the R–NHC coupling process decreases in the following order: R = Vinyl > Ethynyl > Ph > Me. Accordingly, for R = Me, a classical (NHC)PdII(R)(X)L intermediate can be expected as a product of the oxidative addition step, whereas for R = Ph, the outcome of the oxidative addition may already contain the NHC-free palladium complex. For R = Ethynyl, comparable amounts of both co...
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Gordeev E. I. et al. Influence of R–NHC Coupling on the Outcome of R–X Oxidative Addition to Pd/NHC Complexes (R = Me, Ph, Vinyl, Ethynyl) // Organometallics. 2017. Vol. 37. No. 5. pp. 787-796.
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Gordeev E. I., Eremin D. B., Chernyshev V. M., Ananikov V. P. Influence of R–NHC Coupling on the Outcome of R–X Oxidative Addition to Pd/NHC Complexes (R = Me, Ph, Vinyl, Ethynyl) // Organometallics. 2017. Vol. 37. No. 5. pp. 787-796.
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TY - JOUR
DO - 10.1021/acs.organomet.7b00669
UR - https://doi.org/10.1021/acs.organomet.7b00669
TI - Influence of R–NHC Coupling on the Outcome of R–X Oxidative Addition to Pd/NHC Complexes (R = Me, Ph, Vinyl, Ethynyl)
T2 - Organometallics
AU - Gordeev, Evgeniy I
AU - Eremin, Dmitry B.
AU - Chernyshev, Victor M.
AU - Ananikov, Valentine P
PY - 2017
DA - 2017/11/07
PB - American Chemical Society (ACS)
SP - 787-796
IS - 5
VL - 37
SN - 0276-7333
SN - 1520-6041
ER -
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@article{2017_Gordeev,
author = {Evgeniy I Gordeev and Dmitry B. Eremin and Victor M. Chernyshev and Valentine P Ananikov},
title = {Influence of R–NHC Coupling on the Outcome of R–X Oxidative Addition to Pd/NHC Complexes (R = Me, Ph, Vinyl, Ethynyl)},
journal = {Organometallics},
year = {2017},
volume = {37},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/acs.organomet.7b00669},
number = {5},
pages = {787--796},
doi = {10.1021/acs.organomet.7b00669}
}
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MLA
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Gordeev, Evgeniy I., et al. “Influence of R–NHC Coupling on the Outcome of R–X Oxidative Addition to Pd/NHC Complexes (R = Me, Ph, Vinyl, Ethynyl).” Organometallics, vol. 37, no. 5, Nov. 2017, pp. 787-796. https://doi.org/10.1021/acs.organomet.7b00669.
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