Electrocatalytic continuous flow chlorinations with iodine(I/III) mediators.

Area of Science:

• Green chemistry
• Organic synthesis
• Electrochemistry

Background:

• Organoiodine compounds are versatile reagents but their use as electrocatalysts is underdeveloped.
• Electrochemical methods offer sustainable alternatives for redox reactions.
• Iodine(I/III) catalysis is a promising area for greener synthetic transformations.

Purpose of the Study:

• To develop an environmentally benign iodine(I/III) electrocatalytic platform.
• To enable the in situ generation of dichloroiodoarenes for various chlorination reactions.
• To implement this platform within a continuous flow setup for enhanced efficiency.

Main Methods:

• Electrochemical oxidation of iodoarenes in hexafluoroisopropanol.
• Stepwise chloride ligand exchange for mediator generation.
• Continuous flow reactor setup for catalytic reactions.

Main Results:

• Successful in situ generation of dichloroiodoarene mediators.
• Efficient execution of mono- and dichlorinations.
• Effective performance of chlorocyclization reactions.
• Demonstrated applicability in a continuous flow system.

Conclusions:

• The developed iodine(I/III) electrocatalytic platform is effective and environmentally benign.
• In situ generation of dichloroiodoarenes offers a sustainable approach to chlorination reactions.
• Continuous flow electrochemistry provides a scalable and efficient method for organohalogen synthesis.