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Volumn 136, Issue 27, 2014, Pages 9780-9791

Direct, catalytic monofluorination of sp3 c-h bonds: A radical-based mechanism with ionic selectivity

Author keywords

[No Author keywords available]

Indexed keywords

MECHANISMS;

EID: 84904015912     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja505136j     Document Type: Article
Times cited : (156)

References (78)
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    • Both N, N -bis(benzylidene)ethane-1,2-diamine and N, N -bis(2,6-dichloro-benzylidene)ethane-1,2-diamine were synthesized according to literature procedure. See: Liu, H.; Zhang, H.-L.; Wang, S.-J.; Mi, A.-Q.; Jiang, Y.-Z.; Gong, L.-Z. Tetrahedron: Asymmetry 2005, 16, 2901-2907
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    • Another control experiment was also designed to probe the involvement of a copper(III) fluoride by applying a (2-pyridyl)methylamine ligand to the system, which has been shown to promote two-electron chemistry in copper(I) complexes, but no positive ligand effects were observed. See - 415
    • Another control experiment was also designed to probe the involvement of a copper(III) fluoride by applying a (2-pyridyl)methylamine ligand to the system, which has been shown to promote two-electron chemistry in copper(I) complexes, but no positive ligand effects were observed. See: Osaka, T.; Karlin, K. D.; Itoh, S. Inorg. Chem. 2005, 44, 410-415
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    • Electron Paramagnetic Resonance Spectra in the Solid State
    • In; Brustolon, M. Giamello, E. John Wiley & Sons, Inc. Hoboken, NJ - 250
    • Bennati, M.; Murphy, D. M. Electron Paramagnetic Resonance Spectra in the Solid State. In Electron Paramagnetic Resonance: A Practitioners Toolkit; Brustolon, M.; Giamello, E., Eds.; John Wiley & Sons, Inc.: Hoboken, NJ, 2009; pp 195-250.
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    • The Mosher ester, 3-phenylpropyl (S)-3,3,3-trifluoro-2-methoxy-2- phenylpropanoate, was synthesized via standard DCC coupling chemistry. See - 524
    • The Mosher ester, 3-phenylpropyl (S)-3,3,3-trifluoro-2-methoxy-2- phenylpropanoate, was synthesized via standard DCC coupling chemistry. See: Neises, B.; Steglich, W. Angew. Chem., Int. Ed. 1978, 17, 522-524
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    • Neises, B.1    Steglich, W.2
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    • Save the experiment with dihydroanthracene, a similar study was done in - 5279
    • Save the experiment with dihydroanthracene, a similar study was done in: Vincent, S. P.; Burkart, M. D.; Tsai, C.-Y.; Zhang, Z.; Wong, C.-H. J. Org. Chem. 1999, 64, 5264-5279
    • (1999) J. Org. Chem. , vol.64 , pp. 5264
    • Vincent, S.P.1    Burkart, M.D.2    Tsai, C.-Y.3    Zhang, Z.4    Wong, C.-H.5
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    • Benzylcyclopropane and norcarane were synthesized according to literature procedure. See - 4264
    • Benzylcyclopropane and norcarane were synthesized according to literature procedure. See: Simmons, H. E.; Smith, R. D. J. Am. Chem. Soc. 1959, 81, 4256-4264
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    • Hydrido-bridged secondary cations are considered more stable, viable intermediates in solution. For direct observation of this phenomenon with secondary cycloalkane cations, see - 3243
    • Hydrido-bridged secondary cations are considered more stable, viable intermediates in solution. For direct observation of this phenomenon with secondary cycloalkane cations, see: Kirchen, R. P.; Sorensen, T. S. J. Am. Chem. Soc. 1979, 101, 3240-3243
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