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Tetracyclic silaheterocycle formed through a pericyclic reaction cascade including a two-fold intramolecular C-C bond activation.

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.

SUBMITTER: Helmer J

PROVIDER: S-EPMC8908502 | biostudies-literature | 2022 Mar

REPOSITORIES: biostudies-literature

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Tetracyclic silaheterocycle formed through a pericyclic reaction cascade including a two-fold intramolecular C-C bond activation.

Helmer Joschua J Pakkanen Olli J OJ Gendy Chris C Hepp Alexander A Tuononen Heikki M HM Lips Felicitas F

Chemical communications (Cambridge, England) 20220310 21

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. ...[more]

PMID: 35195653

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