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| 不对称催化合成手性BODIPY及其应用研究进展 |
| A Review on the Asymmetric Catalytic Synthesis of Chiral BODIPYs and Their Applications |
| 投稿时间:2026-04-01 修订日期:2026-05-21 |
| DOI: |
| 中文关键词: 手性BODIPY 不对称催化 硼中心手性 圆偏振发光 轴手性 |
| 英文关键词:Chiral BODIPYs, Asymmetric catalysis, Boron-stereogenic centers, Circularly polarized luminescence, Axial chirality |
| 基金项目:辽宁省教育厅高校基本科研项目(LJ212410149010),辽宁省应用基础研究计划项目(2025JH2/101300038) |
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| 中文摘要: |
| 手性BODIPY(4,4-二氟-4-硼-3a,4a-二氮杂-s-茚四烯)类荧光染料因具有优异的光物理性质及独特的圆偏振发光(CPL)特性,在手性光电材料、生物成像及手性传感等领域展现出巨大的应用潜力。长期以来,手性BODIPY的构建多依赖于外围碳中心手性或轴手性的引入,而关于四配位硼中心手性的不对称催化构建由于合成挑战性大、构型稳定性难控制等因素,进展相对缓慢。近年来,随着不对称催化策略的突破,利用过渡金属催化(如钯、铑)和有机小分子催化(如相转移催化、氮杂环卡宾催化、氢键催化)实现BODIPY手性的精准构筑已成为研究热点。本文系统综述了近年来不对称催化合成手性BODIPY的研究进展,重点讨论了去对称化、动力学拆分以及C-H键活化等策略在构筑硼中心手性、轴手性及双重手性中的应用。此外,本文还探讨了该类手性染料在近红外二区成像、细胞器靶向及手性分子识别等生物医药领域的最新应用现状,并对其未来的挑战与发展方向进行了展望。 |
| 英文摘要: |
| Chiral BODIPY (4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) fluorescent dyes have exhibited tremendous application potential in fields such as chiral optoelectronic materials, bioimaging, and chiral sensing, owing to their excellent photophysical properties and unique circularly polarized luminescence (CPL) characteristics. For a long time, the construction of chiral BODIPYs has largely relied on the introduction of peripheral carbon-centered chirality or axial chirality. In contrast, the asymmetric catalytic construction of tetracoordinate boron-stereogenic centers has progressed relatively slowly due to significant synthetic challenges and difficulties in controlling configurational stability. In recent years, with breakthroughs in asymmetric catalytic strategies, the precise construction of BODIPY chirality via transition-metal catalysis (e.g., palladium, rhodium, and copper) and organocatalysis (e.g., phase-transfer catalysis, N-heterocyclic carbene catalysis, and hydrogen-bonding catalysis) has emerged as |
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