Mehrstufige reversible Redoxsysteme. LXI. Synthese von 1,4-Bis(2-methyl-indolizin-1-yl-methyl)-benzol und verwandter Modellverbindungen

Abstract

Multi-Step Redox Systems. LXI. Synthesis of 1,4-Bis(2-methyl-indolizin-1-yl-methyl)-benzene and Related Model Compounds The synthesis of 1a, in which two 1-indolizine units are connected by a p-xylylene bridge is preformed from its 3,3′bis-acetyl derivative 1b via the precursors 8–11. This route was first tested by the synthesis of benzyl indolizines 2b and 2a via the pyridyl-aminopropanol 3a. 2a can be oxidatively dimerized to the 3,3′-bis-indolizine 6 which forms a perfectly reversible two step redox system with KSEM = 4.7 × 105.