923603-18-3Relevant articles and documents
Reactions of indene and indoles with platinum methyl cations: Indene C-H activation, indole π versus nitrogen lone-pair coordination
Williams, Travis J.,Labinger, Jay A.,Bercaw, John E.
, p. 281 - 287 (2008/10/09)
Reactions of indene and various substituted indoles with [(diimine)Pt II(Me)(TFE)]+ cations have been studied (diimine = ArN=C(Me)-C(Me)=NAr; TFE = 2,2,2-trifluoroethanol). Indene displaces the TFE ligand from platinum to form a stable π coordination complex that, upon heating, undergoes C-H activation with first-order kinetics, ΔH?= 29 kcal/mol, ΔS? = 10 eu, and a kinetic isotope effect of 1.1 at 60°C. Indoles also initially form coordination complexes through the C2=C3 olefin, but these undergo rearrangement to the corresponding N-bound complexes. The relative rates of initial coordination and rearrangement are affected by excess acid or methyl substitution on indole.