Litcius/Paper detail

Photocatalytic CeCl<sub>3</sub>‐Promoted C−H Alkenylation and Alkynylation of Alkanes

Naya A. Stini, Petros L. Gkizis, Ierasia Triandafillidi, Christoforos G. Kokotos

2024Chemistry - A European Journal9 citationsDOIOpen Access PDF

Abstract

Abstract The reemerging field of photoredox catalysis offers numerous advantages towards the development of novel, sustainable and easy‐to‐execute organic transformations. Herein, we report a light‐triggered application of cerium complexes towards the C−H alkenylation and alkynylation of alkanes. An indirect HAT‐mediated photocatalytic protocol was developed, using a cerium salt (CeCl 3 ⋅ 7H 2 O) and a chlorine source (TBACl) as the catalytic system. A variety of cyclic and linear hydrocarbons were utilized, delivering the corresponding alkenylation or alkynylation products in good to high yields, displaying high regioselectivity. A series of mechanistic experiments were conducted.

Topics & Concepts

CeriumAlkynylationCatalysisRegioselectivityPhotocatalysisChemistrySalt (chemistry)ChlorineCombinatorial chemistryOrganic chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques