First Pd-catalyzed C(sp2)–H / C(sp2)–H coupling of Limonene

08 January 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


Limonene undergoes a regioselective Pd(II)-catalyzed C(sp2)–H / C(sp2)–H coupling with acrylic acid esters and amides, alpha,beta-unsaturated ketones, styrenes and allyl acetate, affording novel 1,3-dienes. DFT computations gave results in accord with the experimental results and allowed to formulate a plausible mechanism. The post-functionalization of one of the coupled products was achieved via a large-scale Sonogashira reaction conducted under micellar catalysis.


C–H activation


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