Formation and Metallomimetic Reactivity of a Transient Dicoordinate Alkylborylene

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 [(CAAC<sup>Me</sup>)BCy] (CAAC<sup>Me</sup> = 1-(2,6-diisopropylphenyl)-3,3,5,5-tetramethylpyrrolidin-2-ylidene, Cy = cyclohexyl). Furthermore, the transition metal-like decarbonylation reactions of a borylene complex, [(CAAC<sup>Me</sup>)BCy(CO)], derived from borylene [(CAAC<sup>Me</sup>)BCy] and CO, are described. Additional findings described include i) the identification of the coordination stages of the ligand to boron towards forming complexes [(CAAC<sup>Me</sup>)BCyL] in the reduction route from starting material [(CAAC<sup>Me</sup>)BCyBr<sub>2</sub>] and in the photolysis route from carbonyl complex [(CAAC<sup>Me</sup>)BCy(CO], and ii) insights from quantum-chemical computations regarding the molecular and electronic structure of the borylene at various stages.

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Publication Details

Journal
Angewandte Chemie International Edition
Published
2025-03-11
DOI
https://doi.org/10.1002/anie.202423669
Citations
5
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
4.68
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article

Formation and Metallomimetic Reactivity of a Transient Dicoordinate Alkylborylene

Ivo Krummenacher, Holger Braunschweig, Arumugam Jayaraman, Yannick Konrad
5 citations
Angewandte Chemie International Edition
Organoboron and organosilicon chemistry
4.68
article

Formation and Metallomimetic Reactivity of a Transient Dicoordinate Alkylborylene

Ivo Krummenacher, Holger Braunschweig, Arumugam Jayaraman, Yannick Konrad
article en
5 citations

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 [(CAAC<sup>Me</sup>)BCy] (CAAC<sup>Me</sup> = 1-(2,6-diisopropylphenyl)-3,3,5,5-tetramethylpyrrolidin-2-ylidene, Cy = cyclohexyl). Furthermore, the transition metal-like decarbonylation reactions of a borylene complex, [(CAAC<sup>Me</sup>)BCy(CO)], derived from borylene [(CAAC<sup>Me</sup>)BCy] and CO, are described. Additional findings described include i) the identification of the coordination stages of the ligand to boron towards forming complexes [(CAAC<sup>Me</sup>)BCyL] in the reduction route from starting material [(CAAC<sup>Me</sup>)BCyBr<sub>2</sub>] and in the photolysis route from carbonyl complex [(CAAC<sup>Me</sup>)BCy(CO], and ii) insights from quantum-chemical computations regarding the molecular and electronic structure of the borylene at various stages.

Angewandte Chemie International EditionVol. 64(19)
University of Nevada, Las Vegas (US), University of Würzburg (DE)
Openalex Percentile: Top 6%
Organoboron and organosilicon chemistry
4.68
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Formation and Metallomimetic Reactivity of a Transient Dicoordinate Alkylborylene — Ivo Krummenacher, Holger Braunschweig, et al. · Angewandte Chemie International Edition (2025) | TGRS Research Map | TGRS