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Volumn 4, Issue 12, 2009, Pages 1786-1789

Switching the electron-donor properties of N-heterocyclic carbenes by a facile deprotonation strategy

Author keywords

Carbenes; Electronic properties; Enolates; Heterocycles; Ligand design

Indexed keywords

CARBENES; DEPROTONATION/PROTONATION; ELECTRON DONORS; ELECTRON-RICH; ELECTRONIC NATURES; ENOLATES; HETEROCYCLES; LIGAND DESIGN; N-HETEROCYCLIC CARBENE LIGANDS; N-HETEROCYCLIC CARBENES; NHC LIGANDS;

EID: 73649111024     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200900410     Document Type: Article
Times cited : (89)

References (53)
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    • For the most sterically demanding NHC ligand and its application in asymmetric catalysis, see: a) S. Würtz, C. Lohre, R. Fröhlich, K. Bergander, F. Glorius, J. Am. Chem. Soc. 2009, 131, 8344
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    • for catalytic applications of a series of electronically similar but sterically varied NHC ligands, see
    • For catalytic applications of a series of electronically similar but sterically varied NHC ligands, see: b) S. Würtz, F. Glorius, Acc. Chem. Res. 2008, 41, 1523
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    • for the application of differently substituted NHC in metathesis reactions, see
    • for the application of differently substituted NHC in metathesis reactions, see: b) S. Leuthäußer, V. Schmidts, C. M. Thiele, H. Plenio, Chem. Eur. J. 2008, 14, 5465.
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    • see also, the following exciting and related work that appeared during the preparation of this manuscript
    • see also, the following exciting and related work that appeared during the preparation of this manuscript: b) L. Benhamou, V. César, H. Gornitzka, N. Lugan, G. Lavigne, Chem. Commun. 2009, 4720.
    • (2009) Chem. Commun. , pp. 4720
    • Benhamou, L.1    César, V.2    Gornitzka, H.3    Lugan, N.4    Lavigne, G.5
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    • For the tethering of NHC ligands with negatively charged entities, anionic tethered NHCs, see the following review
    • For the tethering of NHC ligands with negatively charged entities, anionic tethered NHCs, see the following review: S. T. Liddle, I. S. Edworthy, P. L. Arnold, Chem. Soc. Rev. 2007, 36, 1732.
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    • X-ray crystal structure analysis of 3d
    • -3, solvent molecules could not be determined, hydrogen atoms calculated and refined as riding atoms. Data sets were collected with a Nonius KappaCCD diffractometer. Programs used: data collection COLLECT (Nonius B. V. 1998), data reduction Denzo-SMN (Z. Otwinowski, W. Minor, Methods Enzymol. 1997, 276, 307)
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    • graphics SCHAKAL
    • 2=0.126, max. (min.) residual electron density 0.24 (-0.19) eÅ-3, solvent molecules could not be determined, hydrogen atoms calculated and refined as riding atoms. Data sets were collected with a Nonius KappaCCD diffractometer.
    • (1997)
    • Keller, E.1
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    • Programs used: data collection COLLECT (Nonius B. V., 1998), data reduction Denzo-SMN
    • Programs used: data collection COLLECT (Nonius B. V., 1998), data reduction Denzo-SMN (Z. Otwinowski, W. Minor, Methods Enzymol. 1997, 276, 307)
    • (1997) Methods Enzymol. , vol.276 , pp. 307
    • Otwinowski, Z.1    Minor, W.2
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    • graphics SCHAKAL (Universität Freiburg). CCDC 735032, CCDC 735033, CCDC 735034 (3d, 6g, 6g') contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre at
    • graphics SCHAKAL (E. Keller, Universität Freiburg, 1997). CCDC 735032, CCDC 735033, CCDC 735034 (3d, 6g, 6g') contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre at www.ccdc.cam.ac.uk/data- request/cif.
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    • Keller, E.1
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    • For further details, see Supporting Information
    • For further details, see Supporting Information.
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    • for an excellent discussion of NHC donor abilities, see the Supporting Information
    • for an excellent discussion of NHC donor abilities, see the Supporting Information: c) A. Fürstner, M. Alcarazo, H. Krause, C. W. Lehmann, J. Am. Chem. Soc. 2007, 129, 12676.
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    • Fürstner, A.1    Alcarazo, M.2    Krause, H.3    Lehmann, C.W.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.