Abstract
Supramolecular Phosphorylation of Cationic Alcohols with a 3‐Arylindole‐4‐carboxamidine FrameworkRecently 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.
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