<scp>Nickel‐Catalyzed</scp> Electroreductive Syntheses of Triphenylenes Using <scp><i>ortho</i>‐Dihalobenzene‐Derived</scp> Benzynes

Abstract

Comprehensive Summary Electrochemical nickel‐catalyzed syntheses of triphenylenes by a) reductive trimerization of ortho ‐dibromobenzenes or ortho ‐bromoarylsulfurofluoridates, or b) reductive cross‐coupling of ortho ‐dibromobenzenes to 2,2’‐diiodobiphenyls, are described. The former provides a practical means for the construction of triphenylene derivatives in up to 87% isolated yield at room temperature. For 1,2‐dihalo‐3‐methylbenzenes and related ortho‐ trisubstituted substrates, trimerizations proceed with high substrate‐controlled regioselectivity for the non‐ C 3h symmetric triphenylene isomer.

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