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Notes and references
1
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ꢁ1
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0
there is less charge separation in TS1 (please see ESI,† Fig. S2).
In conclusion, we have developed a simple and clean metal-
free reduction of C–X bond under air at room temperature.
Isopropanol was used as both reducing reagent and solvent.
A wide range of functional groups, such as acids, esters,
alcohols, anilines, phenols, indoles, pyridines, cyano group,
trifluoromethyl group and heterocyclic compounds, were all
tolerated. Different organic halides comprising C–I, C–Br and
C–Cl bonds were reduced with good to excellent yields. Poly-
halides were also chemoselectively reduced. DFT calculation
showed that a six-member ring transition state containing
C–Brꢀ ꢀ ꢀH–O hydrogen bonding has lower energy. This strategy
provides greener approach for C–halogen bond reduction and
detoxification of environmentally hazardous organic halides.
We thank the Recruitment Program of Global Experts (Short-
Term B) to C.-J. L., the Fundamental Research Funds for
the Central Universities (lzujbky-2018-62, lzujbky-2018-79),
the International Joint Research Centre for Green Catalysis
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1
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1
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4
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1r, 1v and 1ag in Table 2 and substrate 1aj in Table 3.
1
Conflicts of interest
1
1
5 Please see ESI† for detail.
6 Y. Zhao and D. G. Truhlar, Theor. Chem. Acc., 2008, 120, 215.
There are no conflicts to declare.
17 J. Tomasi, B. Mennucci and R. Cammi, Chem. Rev., 2005, 105, 2999.
770 | Chem. Commun., 2019, 55, 767--770
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