Design of Small Circularly Polarized Luminescence-Active Planar-Chiral Azaboroles

Abstract We report an enantioselective approach toward new planar-chiral azaboroles bearing the [2.2]paracyclophane unit and studies of their (chir)optical properties. Fusing the planar-chiral scaffold with a B,N-heterocycle led to the formation of a set of three substances, all of which have interesting chiroptical properties (glum up to 4.7 × 10–3 and BCPL up to 3.1 M–1 cm–1). 1a exhibits superior fluorescence in the solid state unlike the rest of the series.

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Publication Details

Journal
Organic Letters
Published
2026-10-01
DOI
https://doi.org/10.1021/acs.orglett.6c03789
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
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article

Design of Small Circularly Polarized Luminescence-Active Planar-Chiral Azaboroles

Róbert Gyepes, Miroslav Štěpánek, Timothée Cadart, Jeanne Crassous et al.
Organic Letters
Synthesis and Properties of Aromatic Compounds
article

Design of Small Circularly Polarized Luminescence-Active Planar-Chiral Azaboroles

Róbert Gyepes, Miroslav Štěpánek, Timothée Cadart, Jeanne Crassous, Jakub Koudelka, Martin Kotora, Jhon Sebastian Oviedo Ortiz, Ivana Císařová, Jan Fischer
article en

Abstract

Abstract We report an enantioselective approach toward new planar-chiral azaboroles bearing the [2.2]paracyclophane unit and studies of their (chir)optical properties. Fusing the planar-chiral scaffold with a B,N-heterocycle led to the formation of a set of three substances, all of which have interesting chiroptical properties (glum up to 4.7 × 10–3 and BCPL up to 3.1 M–1 cm–1). 1a exhibits superior fluorescence in the solid state unlike the rest of the series.

Organic Letters
Centre National de la Recherche Scientifique (FR), Charles University (CZ), J. Selye University (SK), Institut des Sciences Chimiques de Rennes (FR), Université de Rennes (FR)
Openalex Percentile: Top 23%
Synthesis and Properties of Aromatic Compounds
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Design of Small Circularly Polarized Luminescence-Active Planar-Chiral Azaboroles — Róbert Gyepes, Miroslav Štěpánek, et al. · Organic Letters (2026) | TGRS Research Map | TGRS