A Selenide Catalyst for the Activation of Alkenes through Se⋅⋅⋅π Bonding. Issue 27 (3rd May 2022)

• Record Type: Journal Article
• Authors: Yuan, Xinglong; Wang, Yao
• Is Part Of: Angewandte Chemie international edition. Volume 61:Issue 27(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-05-03
• Subjects: Alkene Activation -- Chalcogen Bonding -- Selenium -- Supramolecular Catalysis -- Weak Interactions; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.202203671
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: Chalcogen bonding catalysis with divalent chalcogenides required using heteroatoms as electron donors to give reactivity, while the activation of hydrocarbons such as alkenes by this concept remains an unresolved challenge. Herein, we discovered a powerful selenide catalyst that showed unprecedented capability in the activation of alkenes. The Se⋅⋅⋅π interactions were capable of catalyzing a broad range of transformations, including intermolecular cyclization and coupling reactions. Significantly, the Se⋅⋅⋅π bonding activation mode can be exploited to achieve intermolecular enyne cyclizations and controlled cross‐coupling of triple alkenes. The activation of alkenes by divalent selenides opens up a new avenue for supramolecular catalysis. Abstract : A new selenide catalyst was discovered and fully characterized. It was shown to be highly efficient when applied to the catalysis of alkene transformations. Several examples using this weak interaction (Se⋅⋅⋅π) catalysis were demonstrated with, in particular, the possibility of intermolecular enyne cyclizations as well as cross‐coupling of triple alkenes taking place.