Yuki Fujita , Dr. Ryo Inoue , Prof. Yasuhiro Morisaki
{"title":"基于平面手性的光学活性三角形大环[2.2]","authors":"Yuki Fujita , Dr. Ryo Inoue , Prof. Yasuhiro Morisaki","doi":"10.1002/ajoc.202500155","DOIUrl":null,"url":null,"abstract":"<div><div>An optically active macrocycle containing an enantiopure pseudo‐<em>ortho</em>‐linked [2.2]paracyclophane skeleton was synthesized. This molecule consisted of a phenylene‐ethynylene‐typed π‐conjugation system, which was folded to construct a triangle‐shaped (one‐handed helical) structure. The extended π‐conjugation length derived from the single π‐conjugation system resulted in a large molar absorption coefficient and a good photoluminescence quantum efficiency. Intense circularly polarized luminescence (CPL) signals were observed, and the chiroptical properties were reproduced by the molecular simulations. The macrocycle was found to be a good CPL emitter with a high anisotropy factor and high CPL brightness values.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 5","pages":"Article e202500155"},"PeriodicalIF":2.8000,"publicationDate":"2025-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Optically Active Triangle‐shaped Macrocycles Based on Planar Chiral [2.2]Paracyclophane\",\"authors\":\"Yuki Fujita , Dr. Ryo Inoue , Prof. Yasuhiro Morisaki\",\"doi\":\"10.1002/ajoc.202500155\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>An optically active macrocycle containing an enantiopure pseudo‐<em>ortho</em>‐linked [2.2]paracyclophane skeleton was synthesized. This molecule consisted of a phenylene‐ethynylene‐typed π‐conjugation system, which was folded to construct a triangle‐shaped (one‐handed helical) structure. The extended π‐conjugation length derived from the single π‐conjugation system resulted in a large molar absorption coefficient and a good photoluminescence quantum efficiency. Intense circularly polarized luminescence (CPL) signals were observed, and the chiroptical properties were reproduced by the molecular simulations. The macrocycle was found to be a good CPL emitter with a high anisotropy factor and high CPL brightness values.</div></div>\",\"PeriodicalId\":130,\"journal\":{\"name\":\"Asian Journal of Organic Chemistry\",\"volume\":\"14 5\",\"pages\":\"Article e202500155\"},\"PeriodicalIF\":2.8000,\"publicationDate\":\"2025-05-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Asian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2193580725002387\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2193580725002387","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Optically Active Triangle‐shaped Macrocycles Based on Planar Chiral [2.2]Paracyclophane
An optically active macrocycle containing an enantiopure pseudo‐ortho‐linked [2.2]paracyclophane skeleton was synthesized. This molecule consisted of a phenylene‐ethynylene‐typed π‐conjugation system, which was folded to construct a triangle‐shaped (one‐handed helical) structure. The extended π‐conjugation length derived from the single π‐conjugation system resulted in a large molar absorption coefficient and a good photoluminescence quantum efficiency. Intense circularly polarized luminescence (CPL) signals were observed, and the chiroptical properties were reproduced by the molecular simulations. The macrocycle was found to be a good CPL emitter with a high anisotropy factor and high CPL brightness values.
期刊介绍:
Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC)
The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.