Supramolekulare Phosphorylierung kationischer Alkohole mit 3‐Arylindol‐4‐carboxamidin‐Struktur

Supramolecular Phosphorylation of Cationic Alcohols with a 3‐Arylindole‐4‐carboxamidine Framework Recently we reported on the synthesis of 8‐phenylnaphthalene‐1‐carboxamidines equipped with nucleophilic side chains ( 1, 2 ). In the protonated state these compounds were able to coordinate phosphoric acid diesters as ion‐pair complexes and to react with them in a quasi‐intramolecular way. In comparison with noncharged alcohols high‐rate enhancements of phosphorylation could be achieved. Now we describe the synthesis of analogous amidinium alcohols constructed from a 3,4‐disubstituted indole framework. Due to the five‐membered ring of the indole the angle between the substituents of 4 and 5 is extended compared to the naphthalene derivatives 1 and 2 . As a result from this structural change a slight increase of the phosphorylation rate of 4 is observed.