Synthesis and Oxidative Coupling of Bi-cyclononatetraenylide – Reaction of Bi-cyclononatetraenyl with Potassium

Contrary to literature reports, treatment of bi-cyclononatetraenyl (1) with potassium does not give bi-cyclononatetraenylide (2), but ccct -cyclononatetraenide (6) in a high yield. Twofold deprotonation of the ring assembly 1 takes place after equilibration 1 ⇌ 1' followed by treatment of 1�...

Full description

Saved in:
Bibliographic Details
Main Authors: André Escher, Markus Neuenschwander
Format: Article
Language:deu
Published: Swiss Chemical Society 1987-02-01
Series:CHIMIA
Online Access:https://www.chimia.ch/chimia/article/view/9774
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Contrary to literature reports, treatment of bi-cyclononatetraenyl (1) with potassium does not give bi-cyclononatetraenylide (2), but ccct -cyclononatetraenide (6) in a high yield. Twofold deprotonation of the ring assembly 1 takes place after equilibration 1 ⇌ 1' followed by treatment of 1' with K-tert-butoxide/Li-diisopropylamide. The structure of 2 follows from its spectroscopic data as well as from the successful oxidative treatment of 2 with Ag⊕ to give thermally unstable nonafulvalene (3).
ISSN:0009-4293
2673-2424