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Synthesis of Highly Functionalizable Symmetrically and Unsymmetrically Substituted Triarylboranes from Bench-Stable Boron Precursors.

ABSTRACT: A novel and convenient methodology for the one-pot synthesis of sterically congested triarylboranes by using bench-stable aryltrifluoroborates as the boron source is reported. This procedure gives systematic access to symmetrically and unsymmetrically substituted triarylboranes of the types BAr₂ Ar' and BArAr'Ar'', respectively. Three unsymmetrically substituted triarylboranes as well as their iridium-catalyzed C-H borylation products are reported. These borylated triarylboranes contain one to three positions that can subsequently be orthogonally functionalized in follow-up reactions, such as Suzuki-Miyaura cross-couplings or Sonogashira couplings.

SUBMITTER: Ferger M

PROVIDER: S-EPMC8360097 | biostudies-literature | 2021 Jun

REPOSITORIES: biostudies-literature

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Synthesis of Highly Functionalizable Symmetrically and Unsymmetrically Substituted Triarylboranes from Bench-Stable Boron Precursors.

Ferger Matthias M Berger Sarina M SM Rauch Florian F Schönitz Markus M Rühe Jessica J Krebs Johannes J Friedrich Alexandra A Marder Todd B TB

Chemistry (Weinheim an der Bergstrasse, Germany) 20210517 35

A novel and convenient methodology for the one-pot synthesis of sterically congested triarylboranes by using bench-stable aryltrifluoroborates as the boron source is reported. This procedure gives systematic access to symmetrically and unsymmetrically substituted triarylboranes of the types BAr2 Ar' and BArAr'Ar'', respectively. Three unsymmetrically substituted triarylboranes as well as their iridium-catalyzed C-H borylation products are reported. These borylated triarylboranes conta ...[more]

PMID: 33844337

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