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Volumn 48, Issue 47, 2009, Pages 8935-8939

Rhodium/N-heterocyclic carbene catalyzed direct intermolecular arylation of sp2 and sp3 C-H bonds with chelation assistance

Author keywords

Chelation assistance; Direct arylation; Homogeneous catalysis; N heterocyclic carbenes; Rhodium

Indexed keywords

ALKYL MOIETY; ARYLATIONS; C-H BOND; CARBENES; DIRECT ARYLATION; HOMOGENEOUS CATALYSIS; IMIDAZOL; MILD REACTION CONDITIONS; N-HETEROCYCLIC CARBENES; PHOSPHINE LIGANDS; PYRIDYL; RHODIUM CATALYSTS;

EID: 70449122688     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200903500     Document Type: Article
Times cited : (130)

References (64)
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    • For examples of Rh-metallacycles of benzo[h]quinoline, see: c) S. Chen. Y. Li, X Zhao, X. Li, Inorg. Chem. 2009, 48, 1198;
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    • 8]toluene was employed for the NMR study, reproducible results could not be obtained presumably because of the poor solubility of the reaction mixture in the solvent. A similar H/D exchange phenomenon was also obtained with [Rh(cod)(IMes)Cl] (see the Supporting Information for details).
    • 8]toluene was employed for the NMR study, reproducible results could not be obtained presumably because of the poor solubility of the reaction mixture in the solvent. A similar H/D exchange phenomenon was also obtained with [Rh(cod)(IMes)Cl] (see the Supporting Information for details).
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    • See the Supporting Information for details.
    • See the Supporting Information for details.
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    • Rhodium(I) salts are generally known to be quite reluctant to engage in the oxidative addition addition of aryl halides although there are reported cases: a
    • Rhodium(I) salts are generally known to be quite reluctant to engage in the oxidative addition addition of aryl halides although there are reported cases: a) V. V. Grushin, W. J. Marshall, J. Am. Chem. Soc. 2004, 126, 3068;
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    • Interestingly, but not surprisingly, no reaction took place under the same conditions when styrene was employed instead of 2vinylpyridine.
    • Interestingly, but not surprisingly, no reaction took place under the same conditions when styrene was employed instead of 2vinylpyridine.
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    • For selected examples of ruthenium-catalyzed direct arylations of 2-alkenylpyridines, see : a
    • For selected examples of ruthenium-catalyzed direct arylations of 2-alkenylpyridines, see : a) S. Oi, K. Sakai, Y. Inoue, Org. Lett. 2005, 7, 4009;
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    • We would like to thank one referee for suggesting the reaction of Equation (6) with regard to the mechanistic pathways.
    • We would like to thank one referee for suggesting the reaction of Equation (6) with regard to the mechanistic pathways.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.