Issue 88, 2019

Lewis acid-catalyzed synthesis of silafluorene derivatives from biphenyls and dihydrosilanes via a double sila-Friedel–Crafts reaction

Abstract

The synthesis of silafluorene derivatives from aminobiphenyl compounds and dihydrosilanes via a double sila-Friedel–Crafts reaction using a borane catalyst has been achieved. This method is applicable to the synthesis of a variety of silafluorene derivatives, such as multisubstituted silafluorenes, spirosilabifluorenes, and silicon-bridged terphenyl compounds, which are not readily obtained using conventional synthetic methods. In addition, we have demonstrated the transformation of the amino groups in these silafluorene derivatives into other substituents.

Graphical abstract: Lewis acid-catalyzed synthesis of silafluorene derivatives from biphenyls and dihydrosilanes via a double sila-Friedel–Crafts reaction

Supplementary files

Article information

Article type
Communication
Submitted
01 Oct 2019
Accepted
11 Oct 2019
First published
12 Oct 2019

Chem. Commun., 2019,55, 13303-13306

Author version available

Lewis acid-catalyzed synthesis of silafluorene derivatives from biphenyls and dihydrosilanes via a double sila-Friedel–Crafts reaction

Y. Dong, Y. Takata, Y. Yoshigoe, K. Sekine and Y. Kuninobu, Chem. Commun., 2019, 55, 13303 DOI: 10.1039/C9CC07692A

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