Pallada-Electrocatalyzed Non-Directed C–H Alkenylation and Double C–H Arylation

by Zhipeng Lin
Doctoral thesis
Date of Examination:2024-07-10
Date of issue:2024-12-19
Advisor:Prof. Dr. Lutz Ackermann
Referee:Prof. Dr. Christian Jooß
Referee:Prof. Dr. Dr. h.c. Lutz Tietze
Referee:Dr. Holm Frauendorf
Referee:Prof. Dr. Nadja Jun.-Simeth
Referee:Dr. Daniel Janßen-Müller
Persistent Address: http://dx.doi.org/10.53846/goediss-10956

 

 

Files in this item

Name:dissertation_Zhipeng Lin.pdf
Size:29.1Mb
Format:PDF

The following license files are associated with this item:

Abstract

English

The merger of electrooxidation and transition metal-catalyzed C–H activation has emerged as an increasingly viable platform in molecular syntheses that can avoid stoichiometric chemical redox agents and circuitous functional group operations. Despite significant progress, these electrochemical C−H activations generally require directing groups, of which the installation and removal call for additional synthesis steps, leading to undesired waste with reduced step and atom economy. In his thesis, we present palladium-electrochemical C−H olefinations of simple arenes devoid of exogenous directing groups. The robust electrocatalysis protocol proved amenable to a wide range of both electron-rich and electron-deficient arenes under exceedingly mild reaction conditions, avoiding chemical oxidants. This study points to an interesting approach of two electrochemical transformations for the success of outstanding levels of position-selectivities in direct olefinations of electron-rich anisoles. Furthermore, late-stage
Keywords: directing group free; C-H Activation; palladium; electrochemistry; cross dehydrogenative coupling; arylation; alkenylation
 
Statistik