Direct Arylation of Arene C−H Bonds by Cooperative Action of NHCarbene−Ruthenium(II) Catalyst and Carbonate via Proton Abstraction Mechanism
Тип публикации: Journal Article
Дата публикации: 2008-01-10
scimago Q1
wos Q1
БС1
SJR: 5.489
CiteScore: 24.4
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
18183987
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Краткое описание
Direct functionalization of sp2 C−H bonds via ortho diarylation of 2-pyridyl benzene with arylbromides was achieved using ruthenium(II) catalysts containing a RuCl2(NHC) unit and generated from [RuCl2(arene)]2 and two types of NHC precursors, pyrimidinium and benzimidazolium salts, in the presence of Cs2CO3. DFT calculations from RuCl2(NHC)(2-pyridylbenzene) show that a proton abstraction mechanism, on cooperative actions of both the coordinated base and the Ru(II) center, is favored via a 13.7 kcal·mol-1 exothermic process affording an orthometalated intermediate with a 2.009 A Ru−C bond.
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Özdemir İ. et al. Direct Arylation of Arene C−H Bonds by Cooperative Action of NHCarbene−Ruthenium(II) Catalyst and Carbonate via Proton Abstraction Mechanism // Journal of the American Chemical Society. 2008. Vol. 130. No. 4. pp. 1156-1157.
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Özdemir İ., Demir S., Cetinkaya B., Gourlaouen C., Maseras F., Bruneau C., Dixneuf P. H. Direct Arylation of Arene C−H Bonds by Cooperative Action of NHCarbene−Ruthenium(II) Catalyst and Carbonate via Proton Abstraction Mechanism // Journal of the American Chemical Society. 2008. Vol. 130. No. 4. pp. 1156-1157.
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TY - JOUR
DO - 10.1021/ja710276x
UR - https://doi.org/10.1021/ja710276x
TI - Direct Arylation of Arene C−H Bonds by Cooperative Action of NHCarbene−Ruthenium(II) Catalyst and Carbonate via Proton Abstraction Mechanism
T2 - Journal of the American Chemical Society
AU - Özdemir, İlker
AU - Demir, Serpil
AU - Cetinkaya, B.
AU - Gourlaouen, Christophe
AU - Maseras, Feliu
AU - Bruneau, Christian
AU - Dixneuf, Pierre H
PY - 2008
DA - 2008/01/10
PB - American Chemical Society (ACS)
SP - 1156-1157
IS - 4
VL - 130
PMID - 18183987
SN - 0002-7863
SN - 1520-5126
ER -
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@article{2008_Özdemir,
author = {İlker Özdemir and Serpil Demir and B. Cetinkaya and Christophe Gourlaouen and Feliu Maseras and Christian Bruneau and Pierre H Dixneuf},
title = {Direct Arylation of Arene C−H Bonds by Cooperative Action of NHCarbene−Ruthenium(II) Catalyst and Carbonate via Proton Abstraction Mechanism},
journal = {Journal of the American Chemical Society},
year = {2008},
volume = {130},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/ja710276x},
number = {4},
pages = {1156--1157},
doi = {10.1021/ja710276x}
}
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MLA
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Özdemir, İlker, et al. “Direct Arylation of Arene C−H Bonds by Cooperative Action of NHCarbene−Ruthenium(II) Catalyst and Carbonate via Proton Abstraction Mechanism.” Journal of the American Chemical Society, vol. 130, no. 4, Jan. 2008, pp. 1156-1157. https://doi.org/10.1021/ja710276x.