{"title":"Chiroptical Properties of Chiral Macrocycles Composed of Axially Chiral Binaphthyl and Bithiophene.","authors":"Masashi Hasegawa, Hikari Kawashima, Daiki Tauchi, Misa Sakura, Kazunori Tsubaki","doi":"10.1002/asia.202401920","DOIUrl":null,"url":null,"abstract":"<p><p>Stereogenic macrocycles composed of axially chiral binaphthyls and bithiophenes were synthesized. The bis(1,5-cyclooctadiene)nickel(0)-catalyzed coupling of an enantiomeric precursor yielded a cyclic dimer and trimer with doubly-twisted and triply-twisted triangular geometries, respectively. The orientation of the bithiophenes, s-cis, and s-trans in the cyclic compounds significantly altered their macrocyclic structure. Mixing of conformers in the cyclic dimer results in complex chiroptical properties, leading to bisignate-type spectra, which are rarely observed in circularly polarized luminescence.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e202401920"},"PeriodicalIF":3.5000,"publicationDate":"2025-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemistry - An Asian Journal","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1002/asia.202401920","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
Stereogenic macrocycles composed of axially chiral binaphthyls and bithiophenes were synthesized. The bis(1,5-cyclooctadiene)nickel(0)-catalyzed coupling of an enantiomeric precursor yielded a cyclic dimer and trimer with doubly-twisted and triply-twisted triangular geometries, respectively. The orientation of the bithiophenes, s-cis, and s-trans in the cyclic compounds significantly altered their macrocyclic structure. Mixing of conformers in the cyclic dimer results in complex chiroptical properties, leading to bisignate-type spectra, which are rarely observed in circularly polarized luminescence.
期刊介绍:
Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics.
Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews.
A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal.
Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).