Tethered Enantiopure Boramidines for Advanced Chiroptical Studies

IF 3.7 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemistry - A European Journal Pub Date : 2025-03-19 DOI:10.1002/chem.202500490
Nidal Saleh, Valerio Zullo, Estefanía Sucre-Rosales, Lorenzo Arrico, Francesco Zinna, Gennaro Pescitelli, Céline Besnard, Eric Vauthey, Jérôme Lacour
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Abstract

Boramidines are promising chromophores capable of circularly polarized luminescence (CPL). The synthesis, characterization, and photophysical analysis of novel BINOL- and H8-BINOL-tethered boramidines 1 and 2 are reported, leveraging the chiral perturbation strategy for CPL material design. These enantiopure compounds, prepared in a concise three-step synthesis, exhibit high fluorescence quantum yields ϕ (up to 95% in N₂-saturated solutions) and luminescence dissymmetry factors (|glum| ∼ 103). Transient absorption spectroscopy and quantum-chemical calculations provide insight into their singlet-triplet spin-orbit coupling and intersystem crossing mechanisms.

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用于高级热带研究的系留对映纯硼脒。
硼脒是一种很有前途的圆偏振发光发色团。本文报道了新型BINOL-和h8 -BINOL系链硼脒1和2的合成、表征和光物理分析,利用手性微扰策略设计CPL材料。这些对映不纯化合物,在简洁的三步合成中制备,具有高荧光量子产率φ(在n2饱和溶液中高达95%)和发光不对称因子(|glum| ~10-3)。瞬态吸收光谱和量子化学计算提供了对它们的单线态-三重态自旋-轨道耦合和系统间交叉机制的洞察。
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来源期刊
Chemistry - A European Journal
Chemistry - A European Journal 化学-化学综合
CiteScore
7.90
自引率
4.70%
发文量
1808
审稿时长
1.8 months
期刊介绍: Chemistry—A European Journal is a truly international journal with top quality contributions (2018 ISI Impact Factor: 5.16). It publishes a wide range of outstanding Reviews, Minireviews, Concepts, Full Papers, and Communications from all areas of chemistry and related fields. Based in Europe Chemistry—A European Journal provides an excellent platform for increasing the visibility of European chemistry as well as for featuring the best research from authors from around the world. All manuscripts are peer-reviewed, and electronic processing ensures accurate reproduction of text and data, plus short publication times. The Concepts section provides nonspecialist readers with a useful conceptual guide to unfamiliar areas and experts with new angles on familiar problems. Chemistry—A European Journal is published on behalf of ChemPubSoc Europe, a group of 16 national chemical societies from within Europe, and supported by the Asian Chemical Editorial Societies. The ChemPubSoc Europe family comprises: Angewandte Chemie, Chemistry—A European Journal, European Journal of Organic Chemistry, European Journal of Inorganic Chemistry, ChemPhysChem, ChemBioChem, ChemMedChem, ChemCatChem, ChemSusChem, ChemPlusChem, ChemElectroChem, and ChemistryOpen.
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