Aminobenzole, 22. Darstellung, physikalische Eigenschaften und Kristallstrukturen von Mono‐, Di‐ und Trichlor‐2,4,6‐tris(dialkylamino)benzolen

Aminobenzenes, 22. — Synthesis, Physical Properties, and Crystal Structures of Mono‐, Di‐, and Trichloro‐2,4,6‐tris‐(dialkylamino)benzenes Mono‐, di‐ and trichlorotris(dialkylamino)benzenes 2 , 3 , and 4 are prepared selectively by chlorination of triaminobenzenes 1 with one, two, or three equivalents of N ‐chlorosuccinimide, resp., in tetrachloromethane. From spectroscopic data it is deduced that the introduction of chloro substituents into symmetrical triaminobenzenes 1 causes a severe steric hindrance for the dialkylamino groups without disturbing the aromatic π system. X‐ray structural analyses of the trichlorotriamino compounds 4a and 4c confirm the spectroscopic interpretation. Among the trichloro compounds 4a — d only for 4c the anodic oxidation is reversible.