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

The reduction of an overcrowded (E)-1,2-dibromodigermene, Bbt(Br)GeGe(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...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2006-01, Vol.128 (3), p.1023-1031
Main Authors: Sugiyama, Yusuke, Sasamori, Takahiro, Hosoi, Yoshinobu, Furukawa, Yukio, Takagi, Nozomi, Nagase, Shigeru, Tokitoh, Norihiro
Format: Article
Language:English
Subjects:
Chemistry
Condensed matter: structure, mechanical and thermal properties
Exact sciences and technology
Ge, sn, pb derivatives
Organic chemistry
Organic compounds
Organometalloidal and organometallic compounds
Physics
Preparations and properties
Structure of solids and liquids
crystallography
Structure of specific crystalline solids
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Summary:The reduction of an overcrowded (E)-1,2-dibromodigermene, Bbt(Br)GeGe(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).
ISSN:0002-7863
1520-5126
DOI:10.1021/ja057205y