Isolation of 1,4-Diarsinine-1,4-diide and 1,4-Diarsinine Derivatives

Dennis Rottschäfer; Timo Glodde; Beate Neumann; Hans-Georg Stammler; Diego M Andrada; Rajendra S Ghadwal

doi:10.1002/anie.202105835

Isolation of 1,4-Diarsinine-1,4-diide and 1,4-Diarsinine Derivatives

Angew Chem Int Ed Engl. 2021 Jul 12;60(29):15849-15853. doi: 10.1002/anie.202105835. Epub 2021 Jun 14.

Authors

Dennis Rottschäfer¹, Timo Glodde¹, Beate Neumann¹, Hans-Georg Stammler¹, Diego M Andrada², Rajendra S Ghadwal¹

Affiliations

¹ Molecular Inorganic Chemistry and Catalysis, Inorganic and Structural Chemistry, Center for Molecular Materials, Faculty of Chemistry, Universität Bielefeld, Universitätsstrasse 25, 33615, Bielefeld, Germany.
² Inorganic and Computational Chemistry Group, Allgemeine und Anorganische Chemie, Universität des Saarlandes, Campus C4.1, 66123, Saarbrücken, Germany.

Abstract

1,4-Diarsinine-1,4-diide compound [(ADC^Ph )As]₂ (5) (ADC^Ph ={C(DippN)}₂ CPh, Dipp=2,6-iPr₂ C₆ H₃ ) with a planar C₄ As₂ ring fused between two 1,3-imidazole scaffolds has been isolated as a red crystalline solid. Compound 5, formally comprising an 8π-electron C₄ As₂ ring, is antiaromatic and undergoes 2e-oxidation with AgOTf to form the 6π-electron aromatic system [(ADC^Ph )As]₂ (OTf)₂ (6).

Keywords: aromaticity; arsenic; diarsinine; dicarbene; heterocycle.

Grants and funding

Deutsche Forschungsgemeinschaft