Abstract
This work reports the experimentally studied mechanochemical formation of rhodacycles by ball milling pyridine- and quinoline-derived substrates and [Cp*RhCl2 ]2 in the presence of NaOAc. Ex-situ analysis of the mechanochemical reactions using powder X-ray diffraction (PXRD), solid-state UV-vis spectroscopy and ATR-FTIR spectroscopy revealed the formation of unexpected cocrystals between the substrates and the rhodium dimer prior to the C-H activation step. This sequence of events differs from the generally accepted steps in solution in which cleavage of [Cp*RhCl2 ]2 is initiated by acetate ions. Additionally, the mechanochemical approach enabled the synthesis of the six-membered rhodacycle [Cp*Rh(2-benzilpyridine)Cl], a metal complex repeatedly reported as inaccessible in solution. Altogether, the results of this investigation clarify some of the fundamental aspects of mechanochemical cyclometallations.
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