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

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 identifica...

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 58; no. 21; pp. 3549 - 3552
Main Authors Helmer, Joschua, Pakkanen, Olli J., Gendy, Chris, Hepp, Alexander, Tuononen, Heikki M., Lips, Felicitas
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 10.03.2022
Royal Society of Chemistry
The Royal Society of Chemistry
Subjects
Chemistry
Chemistry, Multidisciplinary
Covalent bonds
Cycloaddition
Physical Sciences
Reaction mechanisms
Science & Technology
DIGERMYNE
SILYLENE
DISSOCIATION
H-2
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Summary: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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc00298a