Dianion and Tetraanion Octalene (pages 229–231)
Prof. Dr. Klaus Müllen, Prof. Dr. Jean F. M. Oth, Dipl.-Chem. Hans-Wilhelm Engels and Prof. Dr. Emanuel Vogel
Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.197902291
The reduction of octalene to anions is a challenging task since the structure of this (4n + 2)π-system permits several possible charges distributions in the anions. On treatment with lithium, octalene gives the dianion (1a) or (1b) and ultimately the tetraanion (2) which has a perimerer with π-bond delocalization resembling that of naphthalene.