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Against expectation: How can the site of Br–Mg exchange in multiply brominated compounds be predicted? Competition experiments with different substituents X and Y (see scheme; X, Y=H, F, Cl, Br, CF3, CO2tBu, CN) reveal a counterintuitive order of substituent effects. The aim of the study is to enable the selectivity of halogen–magnesium exchange reactions of polyfunctional compounds to be predicted.
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Shi et al. (2007) studied this question.
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