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Volumn 48, Issue 31, 2009, Pages 5586-5587

On the role of metal contaminants in catalyses with FeCl3

Author keywords

Arylation; Copper; Homogeneous catalysis; Iron trichloride; Metal impurities

Indexed keywords

ARYLATION; ARYLATION REACTIONS; COPPER SALT; HOMOGENEOUS CATALYSIS; METAL CONTAMINANTS; METAL IMPURITIES;

EID: 70349783568     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200902237     Document Type: Article
Times cited : (460)

References (51)
  • 1
    • 70349895314 scopus 로고    scopus 로고
    • Eds, A. de Meijere, F. Diederich, 2nd ed, Wiley-VCH, Weinheim
    • a) Metal-Catalyzed Cross-Coupling Reactions (Eds.: A. de Meijere, F. Diederich), 2nd ed, Wiley-VCH, Weinheim, 2004;
    • (2004) Metal-Catalyzed Cross-Coupling Reactions
  • 28
    • 85168770725 scopus 로고    scopus 로고
    • Recently, it was reported that N-arylations in water with FeCl3 under otherwise identical conditions as applied in ref. [3a] gave essentially the same results: Y.-C. Teo
    • Recently, it was reported that N-arylations in water with FeCl3 under otherwise identical conditions as applied in ref. [3a] gave essentially the same results: Y.-C. Teo, Adv. Synth. Catal. 2009, 351, 720.
    • (2009) Adv. Synth. Catal , vol.351 , pp. 720
  • 29
    • 70349913944 scopus 로고    scopus 로고
    • The best results were achieved with FeCl3 having a purity of >98% (from Merck). According to atom absorption spectroscopy the major contaminant in this sample is manganese (ca. 0.17%). Control experiments showed this to be catalytically inactive: A. Correa, M. Carril, C. Bolm, unpublished results. The copper content was determined to be 0.034 %.
    • The best results were achieved with FeCl3 having a purity of >98% (from Merck). According to atom absorption spectroscopy the major contaminant in this sample is manganese (ca. 0.17%). Control experiments showed this to be catalytically inactive: A. Correa, M. Carril, C. Bolm, unpublished results. The copper content was determined to be 0.034 %.
  • 30
    • 70349907695 scopus 로고    scopus 로고
    • This is consistent with observations reported for the N-arylations of sulfoximines ref, 3b
    • This is consistent with observations reported for the N-arylations of sulfoximines (ref. [3b]).
  • 31
    • 70349898360 scopus 로고    scopus 로고
    • Also in iron-catalyzed alkylations of aromatic Grignard reagents the purity of the FeCl3 is important. See: G. Cahiez, V. Habiak, C. Duplais, A. Moyeux, Angew. Chem. 2007, 119, 4442;
    • Also in iron-catalyzed alkylations of aromatic Grignard reagents the purity of the FeCl3 is important. See: G. Cahiez, V. Habiak, C. Duplais, A. Moyeux, Angew. Chem. 2007, 119, 4442;
  • 33
    • 70349904496 scopus 로고    scopus 로고
    • Prof. Dr. Per-Ola Norrby (University of Gothenburg, Sweden) kindly informed us about analogous observations found independently. For a summary of those findings, see: P.-F Larsson, A. Correa, M. Carril, P.-O. Norrby, C. Bolm, Angew. Chem. 2009, 121, 5801;
    • Prof. Dr. Per-Ola Norrby (University of Gothenburg, Sweden) kindly informed us about analogous observations found independently. For a summary of those findings, see: P.-F Larsson, A. Correa, M. Carril, P.-O. Norrby, C. Bolm, Angew. Chem. 2009, 121, 5801;
  • 35
    • 70349895311 scopus 로고    scopus 로고
    • For Fe/Cu co-catalyses (with commonly catalyst loadings in the 10 mol % range for both metals), see: a) M. Taillefer, N. Xia, A. Oualli, Angew. Chem. 2007, 119, 952;
    • For Fe/Cu co-catalyses (with commonly catalyst loadings in the 10 mol % range for both metals), see: a) M. Taillefer, N. Xia, A. Oualli, Angew. Chem. 2007, 119, 952;
  • 50
    • 70349907696 scopus 로고    scopus 로고
    • For an excellent highlight providing additional insight into the importance of trace metals in palladium-catalyzed Sonogashira reactions, see: H. Plenio, Angew. Chem. 2008, 120, 7060;
    • For an excellent highlight providing additional insight into the importance of trace metals in palladium-catalyzed Sonogashira reactions, see: H. Plenio, Angew. Chem. 2008, 120, 7060;


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.