Iron-Catalyzed C–H/N–H Activations for Annulation of Allenes, Alkynes, and Bicyclopropylidenes

by Jiayu Mo
Doctoral thesis
Date of Examination:2020-10-26
Date of issue:2020-11-16
Advisor:Prof. Dr. Lutz Ackermann
Referee:Prof. Dr. Lutz Ackermann
Referee:Dr. Alexander Breder
Referee:Prof. Dr. Dr. Lutz Tietze
Referee:Prof. Dr. Marina Bennati
Referee:Prof. Dr. Ricardo Mata
Referee:Dr. Johannes Jun.-prof. Walker
Persistent Address: http://dx.doi.org/10.53846/goediss-8299

 

 

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Description:Iron-Catalyzed C–H/N–H Activations for Annulation of Allenes, Alkynes, and Bicyclopropylidenes

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Abstract

English

Iron-catalyzed C–H/N–H activations for the annulation of allenes, alkynes, and bicyclopropylidenes were realized by using a customizable clickable triazole amide under mild reaction conditions. The powerful iron catalysis occurred under external‐oxidant‐free conditions even at room temperature. A unifying mechanistic approach combining experiments, Mössbauer spectroscopy was employed to delineate the reaction mechanisms. The synthetic utility of the iron‐catalyzed oxidant‐free C−H functionalizations was illustrated by the traceless removal of the modular TAH/TAM group in a user‐friendly fashion.
Keywords: Iron; C–H Activation; Allenes; Bicyclopropylidenes; alkynes; redox-neutral reactions
 
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