A1 Journal article (refereed)
Tetracyclic silaheterocycle formed through a pericyclic reaction cascade including a two-fold intramolecular C–C bond activation (2022)

Helmer, J., Pakkanen, O. J., Gendy, C., Hepp, A., Tuononen, H. M., & Lips, F. (2022). Tetracyclic silaheterocycle formed through a pericyclic reaction cascade including a two-fold intramolecular C–C bond activation. Chemical Communications, 58(21), 3549-3552. https://doi.org/10.1039/D2CC00298A

JYU authors or editors

Publication details

All authors or editors: Helmer, Joschua; Pakkanen, Olli J.; Gendy, Chris; Hepp, Alexander; Tuononen, Heikki M.; Lips, Felicitas

Journal or series: Chemical Communications

ISSN: 1359-7345

eISSN: 1364-548X

Publication year: 2022

Volume: 58

Issue number: 21

Pages range: 3549-3552

Publisher: Royal Society of Chemistry (RSC)

Publication country: United Kingdom

Publication language: English

DOI: https://doi.org/10.1039/D2CC00298A

Publication open access: Openly available

Publication channel open access: Partially open access channel

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/80222

Abstract

Reductive debromination of the tribromoamidosilane 2 gave the tetracyclic silaheterocycle 3 through a unique reaction cascade involving unprecedented two-fold intramolecular cycloaddition by transient silylenes. Experimental and computational analyses of the reaction mechanism allowed the identification of the key intermediates that lead to the silaheterocycle 3 or, alternatively, to the cyclotrisilene 19.

Keywords: heterocyclic compounds; chemical bonds

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Related projects

Ministry reporting: Yes

VIRTA submission year: 2022

JUFO rating: 2