Synthesis and NMR spectroscopic characterization of Si-substituted 1-silacyclobutene derivatives

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Abstract: Hydroboration of trialkyn-1-yl (organo) silanes with one equivalent and two equivalents of 9-borabicyclo[3.3.1]nonane, 9-BBN afford dialkyn-1-ylsilanes and alkyn-1-ylsilanes, respectively. The alkyn-1-ylsilane derivatives are stable at room temperature and can be store under dry argon for prolong period of time. These compounds are attractive materials for further rearrangements to afford novel 1-silacyclobutene derivatives bearing Si-alkenyl or Si-alkynyl functionalities. The hydroboration reaction is well controlled by the Si-R1 function, i.e., the starting silanes with R1 = Ph selectively afford hydroboration of one Si-C≡C bond with one equivalent of 9-BBN, leaving the other two functionalities untouched. Under mild reaction conditions (25°C), the starting silanes with R1 = Me lead to mixture containing dialkyn-1-ylsilane, alkyn-1-ylsilane and their respective 1-silacyclobutene derivatives. All new compounds are sensitive towards air and moisture and were studied by multinuclear magnetic resonance spectroscopy (1H, 13C, 11B, 29Si NMR) in solution.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Synthesis and NMR spectroscopic characterization of Si-substituted 1-silacyclobutene derivatives ; volume:9 ; number:1 ; year:2011 ; pages:126-132 ; extent:7
Open chemistry ; 9, Heft 1 (2011), 126-132 (gesamt 7)

Creator: Khan, Ezzat
Wrackmeyer, Bernd

DOI: 10.2478/s11532-010-0122-z

URN: urn:nbn:de:101:1-2410181651558.500051115260

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:22 AM CEST

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Khan, Ezzat
Wrackmeyer, Bernd

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Synthesis and NMR spectroscopic characterization of Si-substituted 1-silacyclobutene derivatives

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