Earth Abundant Metals in C–H Activation and Ring-Formation/-Opening Reactions of Aromatic and Non-Aromatic Heterocycles
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In the last decades, C–H activation became an increasingly powerful tool for C–C bond
formation. It provided a valid alternative to conventional cross coupling reactions with
maximised atom- and step-economy for synthetic reactions. Even though a lot of great
advances have been made, some challenges in C–H activations remain. C–H bonds are highly
stable (110 kcal/mol), often harsh reaction conditions are needed to break the bond and form
a new C–C compound. Furthermore, regioselectivity has been proven to be a difficult issue
since a number of C–H bonds are present in organic molecules. Also, chemoselectivity still
remains a difficulty to overcome in C–H activation reactions. Many groups focus their research
on developing mild reaction conditions that proceed at “ambient temperature, neutral
conditions and in absence of strong oxidants or reductants”.[1b] By choosing milder reaction
conditions also problems of selectivity can be managed. In general, the catalytic cycle of C–H
activation reactions follows four reaction steps: first is the C–H activation itself,
where a substrate binds to the metal that catalyses the reaction process (I). Next is the
functionalisation of the organometal intermediate with an appropriate reaction partner (II). By
releasing the product (III) and regeneration of the catalyst, e.g. with an oxidant (IV), the
catalytic cycle is closed.weiterlesen