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Volumn 45, Issue 15, 2006, Pages 2370-2374

Pre-metalation structural insights into the use of alkali-metal-mediated zincation for directed ortho-metalation of a tertiary aromatic amide

Author keywords

Alkali metals; Amides; Complex induced proximity effect; Metalation; Zinc

Indexed keywords

AROMATIC COMPOUNDS; COMPLEXATION; REACTION KINETICS; ZINC;

EID: 33745036379     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200503202     Document Type: Article
Times cited : (76)

References (27)
  • 11
    • 18744384857 scopus 로고    scopus 로고
    • (Eds.: F. Diederich, A. de Meijere), Wiley-VCH, Weinheim
    • For key reviews of Directed ortho-Metalation (DoM) see "The Directed ortho-Metalation-Cross Coupling Nexus. Synthetic Methodology for the Aryl-Aryl and Aryl-Heteroatom-Aryl Bonds": E. Anctil, V. Snieckus in Metal-Catalyzed Cross-Coupling Reaction, 2nd ed. (Eds.: F. Diederich, A. de Meijere), Wiley-VCH, Weinheim, 2004, pp. 761-813;
    • (2004) Metal-Catalyzed Cross-Coupling Reaction, 2nd Ed. , pp. 761-813
    • Anctil, E.1    Snieckus, V.2
  • 12
    • 0042291889 scopus 로고    scopus 로고
    • (Ed.: D. Astruc), Wiley-VCH, New York
    • "The Directed ortho-Metalation Reaction. A Point of Departure for New Synthetic Aromatic Chemistry": C. G. Hartung, V. Snieckus in Modern Arene Chemistry (Ed.: D. Astruc), Wiley-VCH, New York, 2002, pp. 330-367.
    • (2002) Modern Arene Chemistry , pp. 330-367
    • Hartung, C.G.1    Snieckus, V.2
  • 17
    • 33746302706 scopus 로고    scopus 로고
    • note
    • -3. One THF C atom is disordered on both sides of the mirror plane to give the usual nonplanar ring. H atoms were constrained with a riding model.
  • 18
    • 33746314739 scopus 로고    scopus 로고
    • -3. CCDC 283194 and CCDC 283195 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/ data_request/cif.
  • 21
  • 27
    • 33746308031 scopus 로고    scopus 로고
    • note
    • Note that the dihedral twist angle between the amide N-C=O and Ph planes in 5 is 75.64(11)°.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.