Straightforward Formation of Borirenes from Boroles and Dialkynes
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.
Authors
- Pedro Oliveira (ORCID: https://orcid.org/0000-0002-2292-1463)
- Holger Braunschweig (ORCID: https://orcid.org/0000-0001-9264-1726)
- Merle Arrowsmith (ORCID: https://orcid.org/0000-0003-1449-5932)
- Marieli O. Rodrigues (ORCID: https://orcid.org/0000-0002-6584-7072)
- Josina L. Bohlen
- Eufrânio N. da Silva Júnior (ORCID: https://orcid.org/0000-0003-1281-5453)
- Felipe Fantuzzi (ORCID: https://orcid.org/0000-0002-8200-8262)
- Arumugam Jayaraman (ORCID: https://orcid.org/0000-0001-7116-4174)
- Lukas Lubczyk
- Caren D. G. da Silva (ORCID: https://orcid.org/0000-0003-1685-6316)
Institutions
- Universidade Federal de Minas Gerais (BR)
- University of Kent (GB)
- University of Würzburg (DE)
Publication Details
- Journal
- Angewandte Chemie International Edition
- Published
- 2025-01-27
- DOI
- https://doi.org/10.1002/anie.202423391
- Citations
- 2
- Primary Topic
- Organoboron and organosilicon chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- Deutsche Forschungsgemeinschaft
- Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
- Conselho Nacional de Desenvolvimento Científico e Tecnológico
- Fundação de Amparo à Pesquisa do Estado de Minas Gerais