When Applying the Mercury Poisoning Test to Palladacycle-Catalyzed Reactions, One Should Not Consider the Common Misconception of Mercury(0) Selectivityстатья
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Аннотация:The aim of this study was to demonstrate the absolute necessity of control experiments for a correct interpretation of mercury drop test results when applied to mechanistic studies of palladacycle-catalyzed reactions. It was shown that the interaction of diverse azapalladacycles with metallic mercury leads to the formation of organomercuric chlorides during the redoxtransmetalation process. The structure of these organomercurials was confirmed by elemental analysis, 1H, 13C{1H}, and 199Hg{1H} NMR spectra, X-ray diffraction analysis, and DFT calculations. The behavior and properties of C,N-mercuracycles bearing the weak and labile N···Hg bond are discussed on the basis of the temperature dependence of the NMR spectra and calculated thermodynamic parameters of the dechelation process