Please use this identifier to cite or link to this item:
|Title:||COBALT-CATALYZED HYDROFUNCTIONALIZATION/CYCLIZATION OF UNSATURATED HYDROCARBONS||Authors:||WU CAIZHI||Keywords:||cobalt, phosphine ligand, hydrosilylation, hydroboration, cyclization||Issue Date:||20-Jan-2020||Citation:||WU CAIZHI (2020-01-20). COBALT-CATALYZED HYDROFUNCTIONALIZATION/CYCLIZATION OF UNSATURATED HYDROCARBONS. ScholarBank@NUS Repository.||Abstract:||Our research focused on cobalt catalyzed hydrofunctionlization/cyclization transformations of unsaturated hydrocarbons. Firstly, we reported that cobalt catalysts in combination with phosphine ligands showed good reactivity in hydrosilylation of terminal alkynes with high regio- and stereoselectivity. Additionally, excellent chemoselectivity to alkyne was also observed when double bond and triple bond are in the same substrate. Unlike cobalt pincer complexes, our cobalt/phosphine catalytic system can be in stu activated by silanes without any external activators. Then we made a study of internal allene hydroboration. Our studies strongly suggest the mechanism predominantly favors Co-Bpin intermediate. With the knowledge of cobalt catalyst in promoting hydrofunctionalization of unsaturated hydrocarbons, we extend the catalytic system to hydroboration/cyclization of 1,7-enynes, constructing chiral cyclic compounds. To our delight, a series of chiral quinolinones containing quaternary stereogenic centers at 3-carbon were obtained. The borylated quinolines can be readily converted into a variety of compounds with chiral six-member ring structure.||URI:||https://scholarbank.nus.edu.sg/handle/10635/171844|
|Appears in Collections:||Ph.D Theses (Open)|
Show full item record
Files in This Item:
|WuCZ.PDF.pdf||12.31 MB||Adobe PDF|
checked on Aug 13, 2020
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.