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 redox-transmetalation 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.
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