Reaction of phenyltrifluorosilane with 8-hydroxy- or 8-mercapto-quinoline and their derivatives as a route to new heterocyclic compounds of pentacoordinate silicon

• Published in: Applied organometallic chemistry 2005-04, Vol.19 (4), p.538-541
• Main Authors: Voronkov, Mikhail G., Trofimova, Olga M., Chernov, Nikolai F., Albanov, Aleksandr I., Chipanina, Nina N., Grebneva, Ekaterina A.
• Format: Article
• Language: English
• Subjects: 8-(phenyldifluorosiloxy(thio))quinoline; 8-(trifluorosiloxy(thio))quinoline; pentacoordinate silicon; phenyltrifluorosilane; protodesilylation
• ISSN: 0268-2605; 1099-0739
• DOI: 10.1002/aoc.861

The protodesilylation of phenyltrifluorosilane with 8‐hydroxy‐ and 8‐mercapto‐quinoline NC9H6YH (Y: O, 1a; S, 1b) affords the novel intramolecular pentacoordinate silanes (N $\longrightarrow$ Si) 8‐(trifluorosiloxy)‐ and (N $\longrightarrow$ Si) 8‐(trifluorosilylthio)‐quinoline respectively. The (N $\longrightarrow$ Si) 8‐(Phenyldifluorosiloxy)‐ and (N $\longrightarrow$ Si) 8‐(phenyldifluorosilylthio)‐quinolines prepared by the transsilylation reaction of trimethylsilyl derivatives of heterocycles 1a and 1b by phenyltrifluorosilane possess a similar pentacoordinate structure. Copyright © 2005 John Wiley & Sons, Ltd. The protodesilylation of phenyltrifluorosilane with 8‐hydroxy‐ and 8‐mercapto‐quinoline NC9‐H6YH (Y:O, 1a; S, 1b) affords the novel intramolecular pentacoordinate silanes (N $\longrightarrow$ Si) 8‐(trifluorosiloxy)‐ and (N $\longrightarrow$ Si) 8‐(trifluorosilylthio)‐quinoline respectively. (N $\longrightarrow$ Si) 8‐(Phenyldifluorosiloxy)‐ and (N $\longrightarrow$ Si) 8‐(phenyldifluorosilylthio)‐quinolines prepared by the transsilylation reaction of trimethylsilyl derivatives of heterocycles 1a and 1b by phenyltrifluorosilane possess a similar pentacoordinate structure.