Dienylation of Unfunctionalized Arenes with 1,6-Diynes via Rhodium-Catalyzed Directing-Group-Free C–H Bond Activation

Abstract

It has been established that the dienylation of unfunctionalized arenes with 1,6-diynes, possessing aryl groups at the diyne termini, proceeds to give the corresponding dienylated arenes in the presence of a catalytic amount of an electron-deficient cyclopentadienyl rhodium(III) complex, [Cp^ERhCl₂]₂, and a stoichiometric amount of silver carbonate. Experimental and theoretical mechanistic studies revealed that a Cp^ERh(I) complex generated in situ might catalyze the present dienylation­ reaction.

Key words

alkynes - dienylation - directing group-free C–H bond activation - rhodium - unfunctionalized arenes

Publication History

Received: 13 November 2020

Accepted after revision: 03 December 2020

Accepted Manuscript online:
03 December 2020

Article published online:
11 January 2021

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