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Volumn , Issue 11, 2008, Pages 1929-1936

Lewis acid catalyzed intermolecular olefin hydroamination: Scope, limitation, and mechanism

Author keywords

Amines; Catalysis; Hydroamination; Lewis acids; Mechanisms

Indexed keywords


EID: 53749107160     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200701080     Document Type: Article
Times cited : (64)

References (81)
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    • For recent examples of hydroamination reactions catalyzed by late transition metals, see: a
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    • For early works of Brunet et al. on rhodium-catalyzed hydroamination of norbornene with aromatic amines, see: n
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    • For studies on the acidity of substituted anilines, see: a) B. Hemmateenejad, M. Sanchooli, J. Chemometrics 2007, 21, 96-107;
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    • 1H NMR spectroscopy of the isolated products, as well as by GC-MS analysis of the reaction mixtures. The isolated yields of the hydroamination products from reactions of norbornene with 4-bromoaniline, 2-chloroaniline, 2,4-dichloroaniline, 2-fluoroaniline, and 4-chloroaniline are 5, 12, 43, 11, and 8%, respectively.
    • 1H NMR spectroscopy of the isolated products, as well as by GC-MS analysis of the reaction mixtures. The isolated yields of the hydroamination products from reactions of norbornene with 4-bromoaniline, 2-chloroaniline, 2,4-dichloroaniline, 2-fluoroaniline, and 4-chloroaniline are 5, 12, 43, 11, and 8%, respectively.
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    • The reactions of allylsilane with aromatic amines only led to mixtures inseparable by column chromatography. For selected studies on the stability and reactivity of carbocations, see: a G. Hagen, H. Mayr, J. Am. Chem. Soc. 1991, 113, 4954-4961;
    • The reactions of allylsilane with aromatic amines only led to mixtures inseparable by column chromatography. For selected studies on the stability and reactivity of carbocations, see: a) G. Hagen, H. Mayr, J. Am. Chem. Soc. 1991, 113, 4954-4961;
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.