Design, scope and mechanism of highly active and selective chiral NHC–iridium catalysts for the intramolecular hydroamination of a variety of unactivated aminoalkenes. Issue 10 (1st February 2021)

• Record Type: Journal Article
• Authors: Foster, Daven; Gao, Pengchao; Zhang, Ziyun; Sipos, Gellért; Sobolev, Alexandre N.; Nealon, Gareth; Falivene, Laura; Cavallo, Luigi; Dorta, Reto
• Is Part Of: Chemical science. Volume 12:Issue 10(2021)
• Page Start: 3751
• Page End: 3767
• Publication Date: 2021-02-01
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d0sc05884j
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : Chiral, cationic NHC–iridium complexes are introduced as catalysts for the intramolecular hydroamination reaction of unactivated aminoalkenes. Abstract : Chiral, cationic NHC–iridium complexes are introduced as catalysts for the intramolecular hydroamination reaction of unactivated aminoalkenes. The catalysts show high activity in the construction of a range of 5- and 6-membered N-heterocycles, which are accessed in excellent optical purity, with various functional groups being tolerated with this system. A major deactivation pathway is presented and eliminated by using alternative reaction conditions. A detailed experimental and computational study on the reaction mechanism is performed providing valuable insights into the mode of action of the catalytic system and pointing to future modifications to be made for this catalytic platform.