Abstract
8-Methyl- and 8-ethyl-quinolines give cyclopalladation products with palladium acetate by CH bond cleavage at the 8-substituent, but 8-isopropylquinoline does not. The influence on cyclometallation of introducing 2-substituents (Me, Br, CHO, CHNMe, CH 2OH, CO 2H) in these quinolines is described. The first three substituents totally prevent cyclopalladation whereas metallation at the 8-substituent proceeds smoothly when the 2-substituent is CHNMe, CH 2OH or CO 2H. The products are characterised spectroscopically and there is a discussion of the dynamic 1H NMR behaviour of the cis and trans isomers of [Pd(OAc)(CH 2C 9H 6N] 2 formed from 8-methylquinoline. Evidence is presented that the cyclopalladation reaction takes place for a three-coordinate palladium(II) intermediate with the reacting hydrocarbon group entering the vacated fourth coordination site.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
