Issue 28, 2022

Electrophilic activation of difunctional aminoboranes: B–N coupling versus intramolecular Cl/Me exchange

Abstract

Treatment of an N-silyl-B-chloro-aminoborane with substoichio-metric quantities of Me3SiOTf afforded B–N coupling, whereas activation with 5 mol% of Ag[Al{OC(CF3)3}4] led to Cl/Me exchange between the boron and the silicon center. Combined experimental and computational studies of the latter process support a chain reaction that is initiated by nucleation-limited chloride abstraction.

Graphical abstract: Electrophilic activation of difunctional aminoboranes: B–N coupling versus intramolecular Cl/Me exchange

Supplementary files

Article information

Article type
Communication
Submitted
16 feb 2022
Accepted
08 mar 2022
First published
09 mar 2022

Chem. Commun., 2022,58, 4464-4467

Electrophilic activation of difunctional aminoboranes: B–N coupling versus intramolecular Cl/Me exchange

M. Maier, J. Klopf, C. Glasmacher, F. Fantuzzi, J. Bachmann, O. Ayhan, A. Koner, B. Engels and H. Helten, Chem. Commun., 2022, 58, 4464 DOI: 10.1039/D2CC00976E

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