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<p>Multi-axis atropisomers are ubiquitous in nature, and their intricate stereoconformations not only deepen stereochemical understanding but also elucidate fundamental principles of molecular atropisomeric dynamics. Nevertheless, insights into multi-axis atropisomerism remain limited. This work presents a systematic investigation of three classes of LaPlente-type biaxial atropisomers based on naphthalene rotors and phenyl linkers. Thermodynamically and kinetically controlled interconversion of molecular conformations is achieved in 22-NB, 11-NB, and 11-NB-8DMe. Concurrently, a direct correlation between molecular dynamics and electronic through-space conjugation (TSC) is elucidated. Furthermore, absolute separation of <i>syn</i> and <i>anti</i> conformers is accomplished in 11-NB-2DMe, whose distinct TSC-induced fluorescence enables direct visualization of dynamic conformer populations and kinetics during temporally sequential crystallization. This work provides fundamental mechanistic insights into multi-axis atropisomer stereochemistry and establishes a fluorescence-based approach as an in-situ platform for real-time analysis of molecular dynamics across life and materials sciences.</p>

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Fluorescence mapping of atropisomer populations enabled by through-space conjugation

  • 期刊论文

  • 出版模式：

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  • 发表日期：

    2026年1月31日

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  • Qingyang Xu,
  • Kangwei Luo,
  • Yipu Wang,
  • Jiajie Wu,
  • Hongwei Lu,
  • Manyu Chen,
  • Zuping Xiong,
  • Jing Zhi Sun,
  • Jianyu Zhang,
  • Feihe Huang,
  • Ben Zhong Tang,
  • Haoke Zhang

摘要

Multi-axis atropisomers are ubiquitous in nature, and their intricate stereoconformations not only deepen stereochemical understanding but also elucidate fundamental principles of molecular atropisomeric dynamics. Nevertheless, insights into multi-axis atropisomerism remain limited. This work presents a systematic investigation of three classes of LaPlente-type biaxial atropisomers based on naphthalene rotors and phenyl linkers. Thermodynamically and kinetically controlled interconversion of molecular conformations is achieved in 22-NB, 11-NB, and 11-NB-8DMe. Concurrently, a direct correlation between molecular dynamics and electronic through-space conjugation (TSC) is elucidated. Furthermore, absolute separation of syn and anti conformers is accomplished in 11-NB-2DMe, whose distinct TSC-induced fluorescence enables direct visualization of dynamic conformer populations and kinetics during temporally sequential crystallization. This work provides fundamental mechanistic insights into multi-axis atropisomer stereochemistry and establishes a fluorescence-based approach as an in-situ platform for real-time analysis of molecular dynamics across life and materials sciences.