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Issue 10, 2015
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Reaction of a diaryldigermyne with ethylene†

Takahiro Sasamori,*a   Tomohiro Sugahara,a   Tomohiro Agou,a   Koh Sugamata,a   Jing-Dong Guo,ab   Shigeru Nagaseb  and  Norihiro Tokitoh*a  
Author affiliations

* Corresponding authors

a Institute for Chemical Research, Kyoto University, Gokasho Uji, Kyoto 611-0011, Japan
E-mail: sasamori@boc.kuicr.kyoto-u.ac.jp

b Fukui Institute for Fundamental Chemistry, Kyoto University, Kyoto 606-8103, Japan

Abstract

Reaction of the stable digermyne BbtGe[triple bond, length as m-dash]GeBbt (Bbt = 2,6-[CH(SiMe3)2]2-4-[C(SiMe3)3]-C6H2) with ethylene initially afforded the corresponding 1,2-digermacyclobutene. Depending on the reaction conditions applied, further reaction of this 1,2-digermacyclobutene with ethylene furnished two different reaction products: a 1,4-digermabicyclo[2.2.0]hexane or a bis(germiranyl)ethane. Combined experimental and theoretical results suggested that the 1,4-digermabicyclo[2.2.0]hexane and the bis(germiranyl)ethane are the thermodynamic and kinetic reaction products, respectively. A reaction mechanism in agreement with these results was proposed.

Graphical abstract: Reaction of a diaryldigermyne with ethylene

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Article information

https://doi.org/10.1039/C5SC01266J
Submitted
08 Apr 2015
Accepted
24 Jun 2015
First published
24 Jun 2015
This article is Open Access
Creative Commons BY license
All publication charges for this article have been paid for by the Royal Society of Chemistry
Chem. Sci., 2015,6, 5526-5530
Article type
Edge Article
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Reaction of a diaryldigermyne with ethylene

T. Sasamori, T. Sugahara, T. Agou, K. Sugamata, J. Guo, S. Nagase and N. Tokitoh, Chem. Sci., 2015, 6, 5526
DOI: 10.1039/C5SC01266J

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