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From Allenes to Spirobifluorenes: On the Way to Device-compatible Chiroptical Systems
Current Organic Chemistry ( IF 1.7 ) Pub Date : 2020-11-30 , DOI: 10.2174/1385272824999201013164534
Ani Ozcelik 1 , Raquel Pereira-Cameselle 1 , José Lorenzo Alonso-Gómez 1
Affiliation  

The last decade has seen a huge growth in the construction of chiral systems to expand the scope of chiroptical applications. Dependence of chiroptical response on molecular conformation typically leads to low chiroptical intensities of chiral systems that feature several conformations in solution. In this respect, allenes were employed for the preparation of open and cyclic oligomers as well as molecular cages, presenting remarkable chiroptical responses in solution. Their molecular chirality was also transferred to metal surfaces, yet photoisomerization of allenes limited their further exploration. In search of a more robust chiral axis, theoretical and experimental studies confirmed that spirobifluorenes could give rise to stable systems with tailored optical and chiroptical properties. Additionally, incorporating a conformational lock into spirobifluorene cyclic architectures served as an efficient strategy towards the generation of distinct helical molecular orbitals. This review article outlines our results on developing device-compatible chiroptical systems through axially chiral allenes and spirobifluorenes. The contribution from other research groups is presented briefly.



中文翻译:

从Allene到Spirobifluorenes:走向兼容设备的脊柱治疗系统

在过去的十年中,手性体系的建设取得了巨大的增长,以扩大手性疗法的应用范围。手性反应对分子构象的依赖性通常导致在溶液中具有多种构象的手性体系的手性强度低。在这方面,丙二烯用于制备开环和环状低聚物以及分子笼,在溶液中表现出显着的手性响应。它们的分子手性也转移到金属表面,但是丙二烯的光异构化限制了它们的进一步探索。为了寻找更坚固的手性轴,理论和实验研究证实,螺二芴可以产生具有定制的光学和手性性质的稳定体系。另外,将构象锁结合到螺二芴环状结构中作为有效的策略来产生独特的螺旋分子轨道。这篇综述文章概述了我们通过轴向手性烯丙基和螺二芴开发与设备兼容的手性系统的结果。简要介绍了其他研究小组的贡献。

更新日期:2020-12-28
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