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Straightforward Formation of Borirenes from Boroles and Dialkynes

Oliveira, Pedro H. R., Rodrigues, Marieli O., Da Silva, Caren D. G., Bohlen, Josina L., Arrowsmith, Merle, Jayaraman, Arumugam, Lubczyk, Lukas, Fantuzzi, Felipe, da Silva Júnior, Eufrânio N., Braunschweig, Holger and others. (2025) Straightforward Formation of Borirenes from Boroles and Dialkynes. Angewandte Chemie International Edition, . Article Number e202423391. ISSN 1433-7851. E-ISSN 1521-3773. (doi:10.1002/anie.202423391) (KAR id:108661)

Abstract

We report a selective one‐step synthesis of perarylated borirenes by reaction of antiaromatic boroles with 1,4‐diarylbuta‐1,3‐diynes. Mechanistic studies, both experimental and computational, reveal key intermediates, including boranorbornadiene and 7‐borabicyclo[4.1.0]heptadiene species, which are all in equilibrium with each other, ultimately leading to borirene formation by migration of the boranediyl bridge from the cyclohexadiene ring to the remaining exocyclic alkyne residue.

Item Type: Article
DOI/Identification number: 10.1002/anie.202423391
Uncontrolled keywords: Cycloaddition reaction, Boron Chemistry, 1,3-diynes, Boroles, Borirenes
Subjects: Q Science
Q Science > QD Chemistry
Divisions: Divisions > Division of Natural Sciences > Chemistry and Forensics
Funders: Deutsche Forschungsgemeinschaft (https://ror.org/018mejw64)
National Council for Scientific and Technological Development (https://ror.org/03swz6y49)
Coordenação de Aperfeicoamento de Pessoal de Nível Superior (https://ror.org/00x0ma614)
Royal Society (https://ror.org/03wnrjx87)
Fonds der Chemischen Industrie (https://ror.org/04wa9t375)
SWORD Depositor: JISC Publications Router
Depositing User: JISC Publications Router
Date Deposited: 20 Feb 2025 12:10 UTC
Last Modified: 26 Mar 2025 04:00 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/108661 (The current URI for this page, for reference purposes)

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