{"title":"Intramolecular Halogen Bonds Assist in Activating Carbonyl Groups for the Catalytic Synthesis of Bis(indolyl)methanes.","authors":"Jian-Wei Han, Yingying Hou, Lin Zhu, Taiyou Liu, Limin Wang, Ruimin Wang, Ulli Englert","doi":"10.1002/asia.202401545","DOIUrl":null,"url":null,"abstract":"<p><p>Ortho-carboxyl-substitution increases the acidity of hypervalent diaryliodonium salts and makes them useful catalysts in the synthesis of bis(indolyl)methanes under mild conditions, with yields up to 98%. The halogen bond-assisted hydrogen bonding was demonstrated by crystal structure analysis. The interaction distance of 2.619 Å between I(III) and the carboxyl O atom indicates either a long covalent or a very short halogen bond; analysis of the electron density shows the latter description is appropriate.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e202401545"},"PeriodicalIF":3.5000,"publicationDate":"2025-03-14","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.202401545","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
Ortho-carboxyl-substitution increases the acidity of hypervalent diaryliodonium salts and makes them useful catalysts in the synthesis of bis(indolyl)methanes under mild conditions, with yields up to 98%. The halogen bond-assisted hydrogen bonding was demonstrated by crystal structure analysis. The interaction distance of 2.619 Å between I(III) and the carboxyl O atom indicates either a long covalent or a very short halogen bond; analysis of the electron density shows the latter description is appropriate.
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).