Titanium-Mediated Catalytic Hydrogenation of Monocyclic and Polycyclic Arenes

Abstract

Two electron-reduction of the Ti^IV guanidinate complex (Im^Dipp N)(^Xyket guan)TiCl₂ gives (η⁶ -Im^Dipp N)(^xyket guan)Ti (1^intra ) and (Im^Dipp N)(^Xyket guan)Ti(η⁶ -C₆ H₆ ) (1^inter ) (^Xyket guan=[(tBuC=N)C(NXylyl)₂ ]^- , Xylyl=2,5-dimethylphenyl) in the absence or presence of benzene, respectively. These complexes have been found to hydrogenate monocyclic and polycyclic arenes under relatively mild conditions (150 psi, 80 °C)-the first example of catalytic, homogeneous arene hydrogenation with TON >1 by a Group IV system.

Keywords: arene ligands; early transition metals; homogeneous catalysis; hydrogenation; late-metal type reactivity; titanium.