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. 2025 May;64(19):e202423669.
doi: 10.1002/anie.202423669. Epub 2025 Apr 4.

Formation and Metallomimetic Reactivity of a Transient Dicoordinate Alkylborylene

Yannick Konrad  1   2 , Arumugam Jayaraman  1   2   3 , Ivo Krummenacher  1   2 , Holger Braunschweig  1   2
Affiliations

Formation and Metallomimetic Reactivity of a Transient Dicoordinate Alkylborylene

Yannick Konrad et al. Angew Chem Int Ed Engl. 2025 May.

Abstract

While existing literature has primarily focused on carbene-stabilized amino- and arylborylenes of the form [(carbene)BR] (R = substituent), herein we report the generation and metallomimetic reactivity of the first carbene-stabilized alkylborylene [(CAACMe)BCy] (CAACMe = 1-(2,6-diisopropylphenyl)-3,3,5,5-tetramethylpyrrolidin-2-ylidene, Cy = cyclohexyl). Furthermore, the transition metal-like decarbonylation reactions of a borylene complex, [(CAACMe)BCy(CO)], derived from borylene [(CAACMe)BCy] and CO, are described. Additional findings described include i) the identification of the coordination stages of the ligand to boron towards forming complexes [(CAACMe)BCyL] in the reduction route from starting material [(CAACMe)BCyBr2] and in the photolysis route from carbonyl complex [(CAACMe)BCy(CO], and ii) insights from quantum-chemical computations regarding the molecular and electronic structure of the borylene at various stages.

Keywords: Alkylborylene; Borylene; Low‐valent boron; Main‐group metallomimetics; Small‐molecule activation.

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