Asymmetric synthesis of C–N axially chiral carbazoles <i>via</i> axial-to-axial chirality transfer

C-N axially chiral carbazole derivatives were synthesised by an intramolecular Buchwald-Hartwig amination starting from C-C axially chiral biaryls utilising an axial-to-axial chirality transfer with enantiospecificities up to 91%. The mechanism of the chirality transfer was investigated <i>via</i> DFT calculations.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00587f
Citations
1
Primary Topic
Axial and Atropisomeric Chirality Synthesis
Type
article
Field-Weighted Citation Impact
0.94
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Asymmetric synthesis of C–N axially chiral carbazoles via axial-to-axial chirality transfer

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Abstract

C-N axially chiral carbazole derivatives were synthesised by an intramolecular Buchwald-Hartwig amination starting from C-C axially chiral biaryls utilising an axial-to-axial chirality transfer with enantiospecificities up to 91%. The mechanism of the chirality transfer was investigated <i>via</i> DFT calculations.

Organic & Biomolecular ChemistryVol. 23(20)
Forschungszentrum Jülich (DE), Chemnitz University of Technology (DE), Heinrich Heine University Düsseldorf (DE)
Openalex Percentile: Top 27%
Axial and Atropisomeric Chirality Synthesis
0.94
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