ChemInform Abstract: Transition Metal-Catalyzed Dehydrogenative Germylation of Olefins with Tri-n-butylgermane.

✍ Scribed by Naoyuki Furukawa; Noriko Kourogi; Yoshio Seki; Fumitoshi Kakiuchi; Shinji Murai

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 34 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199952186

✦ Synopsis

Transition Metal-Catalyzed Dehydrogenative Germylation of Olefins with Tri-n-butylgermane. -The dehydrogenative germylation of various olefins in the presence of ruthenium or rhodium catalysts is demonstrated for the first time. The reaction proceeds analogously to the dehydrogenative silylation to provide vinylgermanes in moderate to good yields. In the presence of Ru 3 (CO) 12 catalyst, the linear E-vinylgermanes (IV) and (VIII) are formed with excellent regio-and stereoselectivity, while among the other catalysts some provide selectively Z-vinylgermane (III) or hydrogermylation product (V). With all catalysts studied, the branched vinylgermane is obtained in traces only. The germylation reaction proceeds well for vinylarenes, while allylbenzene (VId) as well as hexene (VIe) undergo isomerization to a less reactive internal alkene, which is not germylated under the reaction conditions.

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