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Reversible Isomerizations between 1,4-Digermabenzenes and 1,4-Digerma-Dewar-benzenes: Air-Stable Activators for Small Molecules

Cite this: J. Am. Chem. Soc. 2019, 141, 6, 2263–2267
Publication Date (Web):February 1, 2019
https://doi.org/10.1021/jacs.9b00129
Copyright © 2019 American Chemical Society
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Abstract

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The first examples of stable, crystalline, and air-sensitive 1,4-digermabenzenes were isolated. These species photochemically isomerize into the corresponding air-stable digerma-Dewar-benzenes. More importantly, alkyl-substituted Dewar-type-1,4-digermabenzenes can be considered as reversible “air-stable activators” for small molecules such as dihydrogen, carbon dioxide, and acetylene at room temperature. The regeneration of these activators can be accomplished via a thermal retro-isomerization that affords the corresponding 1,4-digermabenzenes.

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The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/jacs.9b00129.

  • Experimental section and spectral data (PDF)

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Cited By

This article is cited by 9 publications.

  1. Mahendra K. Sharma, Falk Ebeler, Timo Glodde, Beate Neumann, Hans-Georg Stammler, Rajendra S. Ghadwal. Isolation of a Ge(I) Diradicaloid and Dihydrogen Splitting. Journal of the American Chemical Society 2021, 143 (1) , 121-125. https://doi.org/10.1021/jacs.0c11828
  2. Meimei Ma, Lingyi Shen, Huanhuan Wang, Yanxia Zhao, Biao Wu, Xiao-Juan Yang. N,N′-Dipp-o-phenylene-diamido Dianion: A Versatile Ligand for Main Group Metal–Metal-Bonded Compounds. Organometallics 2020, 39 (8) , 1440-1447. https://doi.org/10.1021/acs.organomet.0c00136
  3. Mahendra K. Sharma, Dennis Rottschäfer, Timo Glodde, Beate Neumann, Hans‐Georg Stammler, Rajendra S. Ghadwal. Ein offenschaliges Singulett‐Sn I ‐Diradikal und H 2 ‐Spaltung. Angewandte Chemie 2021, 11 https://doi.org/10.1002/ange.202017078
  4. Mahendra K. Sharma, Dennis Rottschäfer, Timo Glodde, Beate Neumann, Hans‐Georg Stammler, Rajendra S. Ghadwal. An Open‐Shell Singlet Sn I  Diradical and H 2  Splitting. Angewandte Chemie International Edition 2021, 11 https://doi.org/10.1002/anie.202017078
  5. Alvaro A. Omaña, Rachel K. Green, Ryo Kobayashi, Yingjie He, Evan R. Antoniuk, Michael J. Ferguson, Yuqiao Zhou, Jonathan G. C. Veinot, Takeaki Iwamoto, Alex Brown, Eric Rivard. Frustrated Lewis Pair Chelation as a Vehicle for Low‐Temperature Semiconductor Element and Polymer Deposition. Angewandte Chemie 2021, 133 (1) , 230-233. https://doi.org/10.1002/ange.202012218
  6. Alvaro A. Omaña, Rachel K. Green, Ryo Kobayashi, Yingjie He, Evan R. Antoniuk, Michael J. Ferguson, Yuqiao Zhou, Jonathan G. C. Veinot, Takeaki Iwamoto, Alex Brown, Eric Rivard. Frustrated Lewis Pair Chelation as a Vehicle for Low‐Temperature Semiconductor Element and Polymer Deposition. Angewandte Chemie International Edition 2021, 60 (1) , 228-231. https://doi.org/10.1002/anie.202012218
  7. Xu Zhang, Xiaodan Chen, Haojiang Zhai, Shihua Liu, Chenyang Hu, Liu Leo Liu, Shuhai Wang, Zhongshu Li. Facile addition of E–H bonds to a dicarbondiphosphide. Dalton Transactions 2020, 49 (19) , 6384-6390. https://doi.org/10.1039/D0DT01341B
  8. Christian Hering‐Junghans, Christian Sindlinger. Trendbericht Anorganische Chemie: Hauptgruppen. Nachrichten aus der Chemie 2020, 68 (1) , 50-64. https://doi.org/10.1002/nadc.20204093482
  9. Tomohiro Sugahara, Takahiro Sasamori, Norihiro Tokitoh. The formation of a 1,4-disilabenzene and its isomerization into a disilabenzvalene derivative. Dalton Transactions 2019, 48 (25) , 9053-9056. https://doi.org/10.1039/C9DT01322A

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