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. Author manuscript; available in PMC: 2019 Nov 21.
Published in final edited form as: J Am Chem Soc. 2018 Nov 8;140(46):15616–15620. doi: 10.1021/jacs.8b10206

Figure 3.

Figure 3.

Experiments to probe mechanistic aspects of the reaction. (a) Use of substrate 5-d3 establishes the origin of the new aromatic hydrogen atom. (b) Crossover experiment using a mixture of substrates 10 and 5-d3. (c) Kinetic isotope effect measured with substrate 12. TBAF = tetra-n-butylammonium fluoride; Tol = toluene.