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Updated: May 21, 2025

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Tethered Enantiopure Boramidines for Advanced Chiroptical Studies
Nidal Saleh1, Valerio Zullo1, Estefanía Sucre-Rosales2
1Department of Organic Chemistry, University of Geneva, Quai Ernest Ansermet 30, Geneva, 1211, Switzerland.
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| ∼ 10- 3). Transient absorption spectroscopy and quantum-chemical calculations provide insight into their singlet-triplet spin-orbit coupling and intersystem crossing mechanisms.
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