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Isoquinoline and indole were reduced with solutions of cesium in liquid ammonia and the resulting crystalline compounds isolated as ammonia-rich solvate crystals. The reduction of isoquinoline yields the anion bisisoquinoline-2,2’-diide in the compound Cs 2 C 18 H 14 N 2  · (7/2) NH 3  as the result of a coupling reaction. Indole is reduced to the 5,8-dihydroindolide anion in the ammoniate CsC 8 H 8 N · 3NH 3 . Both anions display interactions between their aromatic π-systems and the cesium cations.

Reduktion von Isochinolin und Indol mit Cäsium in flüssigem Ammoniak / Reduction of Isoquinoline and Indole with Cesium in Liquid Ammonia