Chirality Induction on a Coordination Capsule for Circularly Polarized Luminescence

Chirality Induction on a Coordination Capsule for Circularly Polarized Luminescence
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圆偏振发光配位胶囊的手性感应

DOI:
10.1002/anie.202209340
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发表时间:
2022
期刊:
Angewandte Chemie International Edition
影响因子:
--
通讯作者:
Takeharu Haino
Takeharu Haino
中科院分区:
--
文献类型:
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作者:
Kentaro Harada;Ryo Sekiya;Takeharu Haino

文献摘要

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通过利用由非手性组分组成的配位胶囊内的有限空间,我们获得了由乙酸和2,3-二取代酒石酸衍生物组成的三聚体结构。酒石酸和胶囊的2,2 ′-联吡啶臂上的取代基之间的空间和电子相互作用允许酒石酸的手性转移到胶囊中,导致高达92%de的主-客体复合物的非对映富集。 手性模板可以用乙醚洗掉,留下对映体富集的胶囊。所得的胶囊偏向携带苯并噻二唑单元的4,4 ′-二乙酰氧基联苯客体的动态轴向手性,证明客体到胶囊和胶囊到客体的手性转移。诱导的手性上的绑定的客人,使其能够在近红外区域发射圆偏振发光,展示了应用诱导的手性的封闭空间的手性光学性能的产生。
By utilizing a confined space inside a coordination capsule consisting of achiral components, we achieve trimeric structures composed of acetic acid and 2,3‐disubstituted tartaric acid derivatives. Steric and electronic interactions between the substituents on the tartaric acid and 2,2′‐bipyridyl arms of the capsule permit the transfer of the chirality of the tartaric acid to the capsule, resulting in diastereoenrichment of the host‐guest complexes of up to 92 % de. The chiral templates can be washed away with diethyl ether, leaving an enantiomerically enriched capsule. The resulting capsule biases the dynamic axial chirality of a 4,4′‐diacetoxybiphenyl guest carrying benzothiadiazole units, demonstrating guest‐to‐capsule and capsule‐to‐guest chirality transfer. The induced chirality on the bound guest enables it to emit circularly polarized luminescence in the NIR region, demonstrating the application of induced chirality for confined spaces for the generation of chiroptical properties.