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Synthesis and Properties of a New Kinetically Stabilized Digermyne:  New Insights for a Germanium Analogue of an Alkyne

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Contribution from the Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto 611-0011, Japan, Department of Chemistry, School of Science and Engineering, Waseda University, 3-4-1 Okubo, Shinjyuku-ku, Tokyo 169-8555, Japan, and Department of Theoretical Molecular Science, Institute for Molecular Science, Myodaiji, Okazaki 444-8585, Japan
Cite this: J. Am. Chem. Soc. 2006, 128, 3, 1023–1031
Publication Date (Web):December 31, 2005
https://doi.org/10.1021/ja057205y
Copyright © 2006 American Chemical Society
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Abstract

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The reduction of an overcrowded (E)-1,2-dibromodigermene, Bbt(Br)GeGe(Br)Bbt (2) [Bbt = 2,6-bis[bis(trimethylsilyl)methyl]-4-[tris(trimethylsilyl)methyl]phenyl], with KC8 afforded a stable digermyne, BbtGe⋮GeBbt (1). The Ge⋮Ge triple-bond characters of 1 were revealed by the X-ray crystallographic analysis and spectroscopic studies (UV/vis and Raman spectra) together with theoretical calculations. The Ge⋮Ge bond lengths of the two nonidentical molecules of 1 observed in the unit cell were shorter than that of the previously reported digermyne, Ar‘Ge⋮GeAr‘ (Ar‘ = 2,6-Dip2C6H3, Dip = 2,6-diisopropylphenyl).

†

 Kyoto University.

‡

 Waseda University.

§

 Institute for Molecular Science.

*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

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X-ray crystallographic data of 1, 10, and 11 in a CIF format. Experimental procedure for BbtH2Ge−GeH2Bbt (4) in PDF format. Complete refs 17, 29, and 38. This material is available free of charge via the Internet at http://pubs.acs.org.

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