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Volumn 56, Issue 6, 2017, Pages 1515-1519

Room Temperature Regioselective Catalytic Hydrodefluorination of Fluoroarenes with trans-[Ru(NHC)4H2] through a Concerted Nucleophilic Ru−H Attack Pathway

Author keywords

density functional calculations; homogeneous catalysis; hydrodefluorination; N heterocyclic carbenes; ruthenium

Indexed keywords

DENSITY FUNCTIONAL THEORY; ORGANIC COMPOUNDS; RUTHENIUM;

EID: 85008462070     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201610820     Document Type: Article
Times cited : (24)

References (76)
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    • For a review of non-transition metal catalyzed HDF, see: T. Stahl, H. F. T. Klare, M. Oestreich, ACS Catal. 2013, 3, 1578–1587.
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    • IPr=1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene
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    • IEt, Me, =1,3-diethyl-4,5-dimethylimidazol-2-ylidene
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    • IMe, =1,3,4,5-tetramethylimidazol-2-ylidene
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    • 4 was also formed cleanly upon reaction of 3 with the less fluorinated substrate 1,2,4-C, F, H, although more slowly (see the SI)
    • 3, although more slowly (see the SI).
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    • Multiple HDF steps typically require forcing conditions. See Refs. [3f] and [3n].
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    • HDF of monofluoarenes has been reported only rarely
    • HDF of monofluoarenes has been reported only rarely.
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    • Similar reactivity has been found for more fluorinated substrate
    • Similar reactivity has been found for more fluorinated substrates:
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    • DFT calculations were run with Gaussian 03/09 and were based on geometries optimized with the BP86 functional. Energies were re-computed with the ωB97XD functional and quoted free energies include a correction for C, H, solvent (PCM approach). See the SI for full details
    • 6 solvent (PCM approach). See the SI for full details.
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    • Test calculations including the effect of benzene solvent in the optimization procedure gave similar results. See the SI for details
    • Test calculations including the effect of benzene solvent in the optimization procedure gave similar results. See the SI for details.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.