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4-Alkyl-2,2,6,6-tetramethyl-1,4,2,6-oxaazadisilinanes : synthesis, structure, and conformational analysis

  • 4-Alkyl-2,2,6,6-tetramethyl-1,4,2,6-oxaazadisilinanes RN[CH2Si(Me)2]2O [R = Me (1), i-Pr (2)] were synthesized by two methods which provided good yields up to 84%. Low temperature NMR study of compounds (1) and (2) revealed a frozen ring inversion with the energy barriers of 8.5 and 7.7 kcal/mol at 163 and 143 K, respectively, which is substantially lower than that for their carbon analog, N-methylmorpholine. DFT calculations performed on the example of molecule (1) showed that N-Meax conformer to exist in the sofa conformation with the coplanar fragment C-Si-O-Si-C, and its N-Meeq conformer in a flattened chair conformation.

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Author:Nataliya F. Lazareva, Bagrat A. Shainyan, Erich Kleinpeter
Document Type:Article
Year of first Publication:2010
Year of Completion:2010
Release Date:2017/03/25
Source:Journal of physical organic chemistry. - ISSN 0894-3230. - 23 (2010), 1, S. 84 - 89
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer Review:Referiert