Beschreibung:
<jats:title>Abstract</jats:title><jats:p>Guanidino‐functionalized aromatic compounds (GFAs) are strong organic electron donors and redox‐active ligands. The diversity of GFA chemistry results from reaction sequences that are triggered by their oxidation. This work reports on reactions of a new GFA compound, namely, 1,2,4,5‐tetrakis(<jats:italic>N</jats:italic>,<jats:italic>N′</jats:italic>‐dicyclohexylguanidino)benzene, with transition metals, and analyzes the interplay between GFA oxidation, coordination, and hydrogen‐bond formation up to deprotonation. The reaction of the new GFA with [{PdCl(C<jats:sub>3</jats:sub>H<jats:sub>5</jats:sub>)}<jats:sub>2</jats:sub>] led to coordination and a coupled proton‐ and electron‐transfer reaction.</jats:p>