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2,5-Digermaselenophenes: Germanium Analogues of Selenophenes

Cite this: J. Am. Chem. Soc. 2018, 140, 36, 11206–11209
Publication Date (Web):August 25, 2018
https://doi.org/10.1021/jacs.8b07588
Copyright © 2018 American Chemical Society
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Supporting Info (3)»

Abstract

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A stable crystalline 2,5-digermaselenophene was synthesized. In contrast to hitherto reported selenophenes, this digermaselenophene exhibits a trans-pyramidalized structure, which is due to its electronic properties. The practical utility of this 2,5-digermaselenophene is reflected in its ability to activate dihydrogen and acetylene at room temperature in the absence of a transition-metal complex, and this behavior can be rationalized on the basis of its physicochemical properties, which are characterized by considerable electron-donating and -accepting abilities.

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The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/jacs.8b07588.

  • Experimental section and spectral data (PDF)

  • Crystallographic data (CIF)

  • Theoretically optimized coordinates (XYZ)

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Cited By


This article is cited by 5 publications.

  1. Tomohiro Sugahara, Jing-Dong Guo, Daisuke Hashizume, Takahiro Sasamori, Norihiro Tokitoh. Reversible Isomerizations between 1,4-Digermabenzenes and 1,4-Digerma-Dewar-benzenes: Air-Stable Activators for Small Molecules. Journal of the American Chemical Society 2019, 141 (6) , 2263-2267. https://doi.org/10.1021/jacs.9b00129
  2. Ming-Chung Yang, Ming-Der Su. A mechanistic study of the activation of small molecules (H 2 and C 2 H 2 ) by group 14 analogues of selenophene. New Journal of Chemistry 2020, 44 (21) , 8922-8936. https://doi.org/10.1039/D0NJ01077D
  3. J. Robin Fulton. Germanium, Tin and Lead. 2020,,https://doi.org/10.1016/B978-0-12-409547-2.14900-5
  4. . Reference Module in Chemistry, Molecular Sciences and Chemical Engineering. 2020,,https://doi.org/
  5. Mátyás Milen, Tímea Szabó. Recent developments in the synthesis of Se-heterocycles applying elemental selenium (microreview). Chemistry of Heterocyclic Compounds 2019, 55 (10) , 936-938. https://doi.org/10.1007/s10593-019-02559-6

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