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Volumn 48, Issue 17, 2009, Pages 3112-3115

Gold-catalyzed homogeneous oxidative cross-coupling reactions

Author keywords

[No Author keywords available]

Indexed keywords

CATALYTIC CYCLES; CROSS COUPLING REACTIONS; GOLD CATALYSIS; GOLD CHEMISTRY; METAL-CATALYZED CROSS-COUPLING REACTIONS; SELECTFLUOR;

EID: 70349782130     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200900585     Document Type: Article
Times cited : (304)

References (43)
  • 1
    • 50949125916 scopus 로고    scopus 로고
    • For selected reviews on gold catalysis, see: a
    • For selected reviews on gold catalysis, see: a) A. S. K. Hashmi, M. Rudolph, Chem. Soc. Rev. 2008, 37, 1766;
    • (2008) Chem. Soc. Rev , vol.37 , pp. 1766
    • Hashmi, A.S.K.1    Rudolph, M.2
  • 2
    • 51249100498 scopus 로고    scopus 로고
    • b) A. Arcadi, Chem. Rev. 2008, 108, 3266;
    • (2008) Chem. Rev , vol.108 , pp. 3266
    • Arcadi, A.1
  • 7
    • 70349928702 scopus 로고    scopus 로고
    • A. Fürstner, P. W. Davis, Angew. Chem. 2007,119, 3478; Angew. Chem. Int. Ed. 2007, 46, 3410;
    • g) A. Fürstner, P. W. Davis, Angew. Chem. 2007,119, 3478; Angew. Chem. Int. Ed. 2007, 46, 3410;
  • 10
    • 33747593760 scopus 로고    scopus 로고
    • For a review on Au-catalyzed oxidations and reductions including homogeneous examples, see reference [1 h]; for a review on gold-catalyzed oxidation, see: D. T. Thompson, Top. Catal. 2006, 38, 231.
    • For a review on Au-catalyzed oxidations and reductions including homogeneous examples, see reference [1 h]; for a review on gold-catalyzed oxidation, see: D. T. Thompson, Top. Catal. 2006, 38, 231.
  • 11
    • 58149215579 scopus 로고    scopus 로고
    • For recent studies, see: a
    • For recent studies, see: a) A. Grirrane, A. Corma, H. Garcia, Science 2008, 322, 1661;
    • (2008) Science , vol.322 , pp. 1661
    • Grirrane, A.1    Corma, A.2    Garcia, H.3
  • 17
    • 70349961555 scopus 로고    scopus 로고
    • S. Carrettin, J. Guzman, A. Corma, Angew. Chem. 2005, 117, 2282; Angew. Chem. Int. Ed. 2005, 44, 2242;
    • (a) S. Carrettin, J. Guzman, A. Corma, Angew. Chem. 2005, 117, 2282; Angew. Chem. Int. Ed. 2005, 44, 2242;
  • 19
    • 32344448210 scopus 로고    scopus 로고
    • For gold-catalyzed cross-coupling reactions with substrates as oxidants, see: a
    • For gold-catalyzed cross-coupling reactions with substrates as oxidants, see: a) C González-Arellano, A. Corma, M. Iglesias, F. Sanchez, J. Catal. 2006, 238, 497;
    • (2006) J. Catal , vol.238 , pp. 497
    • González-Arellano, C.1    Corma, A.2    Iglesias, M.3    Sanchez, F.4
  • 20
    • 70349966013 scopus 로고    scopus 로고
    • C González-Arellano, A. Abad, A. Corma, H. Garcia, M. Iglesias, F. Sanchez, Angew. Chem. 2007, 119, 1558; Angew. Chem. Int. Ed. 2007, 46, 1536;
    • b) C González-Arellano, A. Abad, A. Corma, H. Garcia, M. Iglesias, F. Sanchez, Angew. Chem. 2007, 119, 1558; Angew. Chem. Int. Ed. 2007, 46, 1536;
  • 24
    • 33645059154 scopus 로고    scopus 로고
    • For dimerizations without external oxidants with substoichio- metric or stoichiometric amount of Au(III, see: a) A. S. K. Hashmi, M. C Blanco, D. Fischer, J. W. Bats, Chem. 2006,1387;
    • For dimerizations without external oxidants with substoichio- metric or stoichiometric amount of Au(III), see: a) A. S. K. Hashmi, M. C Blanco, D. Fischer, J. W. Bats, Eur. J. Org. Chem. 2006,1387;
  • 29
    • 28844458694 scopus 로고    scopus 로고
    • for our additional studies on this system, see: For the very first study of this tandem process, see: a
    • For the very first study of this tandem process, see: a) L. Zhang, J. Am. Chem. Soc. 2005, 127, 16804-16805; for our additional studies on this system, see:
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 16804-16805
    • Zhang, L.1
  • 32
    • 33750088465 scopus 로고    scopus 로고
    • for related studies by others, see
    • d) S. Z. Wang, L. M. Zhang, Org. Lett. 2006, 8, 4585; for related studies by others, see:
    • (2006) Org. Lett , vol.8 , pp. 4585
    • Wang, S.Z.1    Zhang, L.M.2
  • 35
    • 70349975759 scopus 로고    scopus 로고
    • N. Marion, S. Diez-Gonzalez, P. de Fremont, A. R. Noble, S. P. Nolan, Angew. Chem. 2006, 118, 3729; Angew. Chem. Int. Ed. 2006, 45, 3647;
    • g) N. Marion, S. Diez-Gonzalez, P. de Fremont, A. R. Noble, S. P. Nolan, Angew. Chem. 2006, 118, 3729; Angew. Chem. Int. Ed. 2006, 45, 3647;
  • 38
    • 0040811313 scopus 로고    scopus 로고
    • T. Mathieson, A. Schier, H. Schmidbaur, Z. Naturforsch. B 2000, 55, 1000.
    • T. Mathieson, A. Schier, H. Schmidbaur, Z. Naturforsch. B 2000, 55, 1000.
  • 39
    • 70349952189 scopus 로고    scopus 로고
    • 3P oxidation by Selectfluor.
    • 3P oxidation by Selectfluor.
  • 40
    • 70349954817 scopus 로고    scopus 로고
    • For details, see the Supporting Information
    • For details, see the Supporting Information.
  • 41
    • 70349966003 scopus 로고    scopus 로고
    • Although the reaction mixture is clear, filtration before the measurement using a Millex syringe-driven filter unit (450 nm diameter) is necessary to get rid of the contaminating dust; otherwise, the measurement gave particle sizes of approximately 700 nm, which must result from the dust particles, as gold particles of this size should be visible
    • Although the reaction mixture is clear, filtration before the measurement using a Millex syringe-driven filter unit (450 nm diameter) is necessary to get rid of the contaminating dust; otherwise, the measurement gave particle sizes of approximately 700 nm, which must result from the dust particles, as gold particles of this size should be visible.
  • 42
    • 70349950525 scopus 로고    scopus 로고
    • Importantly, the filtrate was still catalytically active, and an additional portion of propargylic acetate 1 was converted into product 2 in the presence of additional Selectfluor and phenyl-boronic acid without the addition of more of the gold catalyst.
    • Importantly, the filtrate was still catalytically active, and an additional portion of propargylic acetate 1 was converted into product 2 in the presence of additional Selectfluor and phenyl-boronic acid without the addition of more of the gold catalyst.
  • 43
    • 70349975749 scopus 로고    scopus 로고
    • Upon forcing the instrument to perform the measurement, the result was 2.50 nm. As a control experiment, we performed the same measurement of the reaction solvent (filtered), which was also used for zeroing, and an identical number (i.e., 2.50 nm) was obtained, suggesting that the instrument could not effectively give negative results.
    • Upon forcing the instrument to perform the measurement, the result was 2.50 nm. As a control experiment, we performed the same measurement of the reaction solvent (filtered), which was also used for zeroing, and an identical number (i.e., 2.50 nm) was obtained, suggesting that the instrument could not effectively give negative results.


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