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Volumn 13, Issue 24, 2011, Pages 6440-6443

New preparation of benzylic aluminum and zinc organometallics by direct insertion of aluminum powder

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EID: 84055214023     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol202733v     Document Type: Article
Times cited : (41)

References (56)
  • 7
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    • V., Ed.; Georg Thieme- Verlag KG: Stuttgart
    • For lithium reagents: (a) Reed, J. N. In Science of Synthesis; Snieckus, V., Ed.; Georg Thieme-Verlag KG: Stuttgart, 2006; Vol. 8a, p 329.
    • (2006) Science of Synthesis; Snieckus , vol.8 A , pp. 329
    • Reed J, N.1
  • 26
    • 33746470627 scopus 로고    scopus 로고
    • Yamamoto, H., Ed.; Thieme: Stuttgart
    • (e) Saito, S. In Science of Synthesis; Yamamoto, H., Ed.; Thieme: Stuttgart, 2004.
    • (2004) Science of Synthesis
    • Saito, S.1
  • 30
    • 84055209338 scopus 로고    scopus 로고
    • An almost 1:1 mixture of RAlCl2 and R2AlCl is obtained as shown by NMR spectroscopy (see Supporting Information)
    • An almost 1:1 mixture of RAlCl2 and R2AlCl is obtained as shown by NMR spectroscopy (see Supporting Information).
  • 31
    • 84055209339 scopus 로고    scopus 로고
    • The yield was determined by iodolysis of reaction aliquots and subsequentGC analysis. The use of LiCl leads to dimerization in almost quantitative yield
    • The yield was determined by iodolysis of reaction aliquots and subsequentGC analysis. The use of LiCl leads to dimerization in almost quantitative yield.
  • 39
    • 84055214398 scopus 로고    scopus 로고
    • In the absence of stoichiometric amounts of Zn(OAc)2 almost no cross-coupling was observed. Both the acetate anion and the zinc cation seem to be important.Wespeculate that the acetate anion is reducing the Lewis acidity of the aluminum species whereas the zinc cation favors the transfer of the aryl group to palladium
    • In the absence of stoichiometric amounts of Zn(OAc)2 almost no cross-coupling was observed. Both the acetate anion and the zinc cation seem to be important.Wespeculate that the acetate anion is reducing the Lewis acidity of the aluminum species whereas the zinc cation favors the transfer of the aryl group to palladium.
  • 56
    • 84055214393 scopus 로고    scopus 로고
    • 2
    • Wetried a number of metals in this reaction (Mg, Zn, In, and Al) under the same reaction conditions, and the best results were observed with Al, InCl3, and ZnCl2.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.