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A Neutral Planar Four-Membered Si<sub>2</sub>B<sub>2</sub> 2π-Aromatic Ring

Saroj Kumar Kushvaha, Paula Kallenbach, Shahnaz S. Rohman, Madhusudan K. Pandey, Zohreh Hendi, Franziska Rüttger, Regine Herbst‐Irmer, Dietmar Stalke, Pattiyil Parameswaran, Herbert W. Roesky

2023Journal of the American Chemical Society23 citationsDOIOpen Access PDF

Abstract

The synthesis of the first inorganic four-membered neutral 2π-aromatic compound 2 is reported. This unique ring has been synthesized from a simple and straightforward reaction of amidinato-silylene with dichlorophenylborane, followed by the reduction with KC 8 in THF. Compound 2 has been fully characterized by single-crystal X-ray diffraction (SC-XRD), NMR spectroscopy, and mass spectrometry. The computational calculations reveal that the Si 2 B 2 ring is a π-delocalized system resulting from the interaction of p π orbital of B and Si–N σ* orbitals having pseudo π symmetry. Compound 2 is the first known example of a neutral planar inorganic analogue of cyclobutenyl dication.

Topics & Concepts

ChemistryDicationDelocalized electronRing (chemistry)CrystallographySilyleneMolecular orbitalSpectroscopyNuclear magnetic resonance spectroscopyAromaticityStereochemistryMoleculeSiliconOrganic chemistryPhysicsQuantum mechanicsOrganoboron and organosilicon chemistrySynthesis and characterization of novel inorganic/organometallic compoundsCoordination Chemistry and Organometallics
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