Reactions of cyclotrigermane and germylenes with carbonyl compounds: Cycloadducts and oligomers

✍ Scribed by Bruno Valentin; Annie Castel; Pierre Rivière; Monique Mauzac; Mario Onyszchuk; A. M. Lebuis

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 263 KB
• Volume: 10
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/(sici)1098-1071(1999)10:2<125::aid-hc5>3.0.co;2-j

✦ Synopsis

Reactions of germylenes, generated by thermolysis of cyclotrigermanes, or of bulky germylenes, with various ␣-dicarbonyl compounds are described. They proceed through a radical pathway, as confirmed by ESR measurements, to give different types of compounds. In the reaction of (Mes 2 Ge) 3 with fluorenone, formation of the 2:1 ketone/germylene cycloadduct and of the oxadigermetane, resulting from a transient digermene, occurred. In the case of acenaphthene quinone, we observed the first example of cycloaddition between a digermene and an ␣-diketone. The X-ray crystal structure of the product shows a drastically distorted six-membered ring system. The formation of oligomeric adducts was observed with parabenzoquinone.