The complex [(cymene)Ru(η 1 -indoline)(CH 3 CN) 2 ](OTf) 2 , 1, has been synthesized by the reaction of [(cymene)Ru(OTf) 2 ] x with indoline in acid solution and characterized by an X-ray diffraction study. Bond distances for the indoline ligand are compared to those reported recently for other η 1 -and η 6 -indoline complexes. Complex 1 rearranged to [(cymene)Ru(η 6 -indoline)](OTf) 2 when heated in dichloromethane solution. The titration of an aqueous solution of 1 has been carried out, and the pK a of the coordinated ligand was determined to be 5.2. The value is similar to that reported for the indolinium ion. Ligand-exchange reactions of 1 have been studied. Deprotonation of the η 1 -indoline ligand in 1 results in dehydrogenation of the ligand to form free indole and ruthenium hydride products. The deprotonation of 1 in the presence of an alkene has been found to result in a hydrogentransfer reaction to form alkane. Characteristics of the hydrogen-transfer reactions are discussed.

The syntheses and characterizations of Cp′′ReCl 2 (SC 3 H 6 S), 1, Cp′′ReCl 3 (SCHMe 2 ), 2, and Cp′′ReCl 2 (SCHMe 2 ) 2 , 3, are reported (Cp′′ ) C 5 Me 4 Et). Complex 2 has been characterized by an X-ray diffraction study, which confirms its mononuclear structure. Reactions of 1, 2, and 3 have been studied and compared with those characterized previously for Cp′′ReCl 2 -(SC 2 H 4 S). For example, the thermal reaction of 1 in toluene at 100 °C, results in the elimination of HCl and formation of a complex with a chelated thiolate/thialdehyde ligand, Cp′′ReCl(SCH 2 CH 2 CHdS), 5. Complex 5 can also be synthesized at a lower temperature by the reaction of 1 with excess triethylamine. Spectroscopic characteristics and reactivity of 5 are reported.Supporting Information Available: Tables giving crystal data, positional and thermal parameters, bond distances, and bond angles for 2 and 4, and variable-temperature NMR data for 2. This material is available free of charge via the Internet at http://pubs.acs.org. OM020626T(21) Flack, H. D.