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The 9‐Borataphenanthrene Anion

Tyler A. Bartholome, Aishvaryadeep Kaur, David J. D. Wilson, Jason L. Dutton, Caleb D. Martin

2020Angewandte Chemie International Edition37 citationsDOIOpen Access PDF

Abstract

Abstract The 9‐borataphenanthrene anion is easily accessed by deprotonation of a 9,10‐dihydro‐9‐boraphenanthrene and its diverse reactivity is investigated. Alkylation occurs at the carbon atom adjacent to boron, and room temperature hydroboration occurs across the B=C bond. The π‐manifold of the central BC 5 ring coordinates to chromium in an η 6 fashion while only the B=C unit binds η 2 to gold, indicating versatility of the 9‐borataphenanthrene anion as a ligand. Supporting calculations rationalize the reactivity and aromaticity is corroborated by nucleus‐independent chemical shift (NICS) indices.

Topics & Concepts

Reactivity (psychology)DeprotonationChemistryAromaticityRing (chemistry)IonLigand (biochemistry)BoronChromiumCrystallographyAtom (system on chip)AlkylationHydroborationStereochemistryMedicinal chemistryComputational chemistryMoleculeOrganic chemistryCatalysisReceptorAlternative medicineBiochemistryComputer scienceEmbedded systemMedicinePathologyOrganoboron and organosilicon chemistrySynthesis and characterization of novel inorganic/organometallic compoundsCoordination Chemistry and Organometallics
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