Tin(IV)-Porphyrin Tetracarbonyl Cobaltate: An Efficient Catalyst for the Carbonylation of Epoxides

Cationic tin(IV) porphyrins with tetracarbonyl cobaltates were synthesized, exhibiting bifunctional catalytic reactivity. The Lewis acidic tin-porphyrin center activated epoxides; concurrently, cobalt carbonyl anions efficiently opened epoxides and delivered carbonyl moieties. Thus, a series of β-la...

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Bibliographic Details
Main Authors: Ek Raj Baral, Dongwook Kim, Sunwoo Lee, Myung Hwan Park, Jeung Gon Kim
Format: Article
Language:English
Published: MDPI AG 2019-03-01
Series:Catalysts
Subjects:
Online Access:https://www.mdpi.com/2073-4344/9/4/311
Description
Summary:Cationic tin(IV) porphyrins with tetracarbonyl cobaltates were synthesized, exhibiting bifunctional catalytic reactivity. The Lewis acidic tin-porphyrin center activated epoxides; concurrently, cobalt carbonyl anions efficiently opened epoxides and delivered carbonyl moieties. Thus, a series of β-lactones with a high synthetic value were obtained. This catalytic system showed excellent efficiency exceeding a turnover number of one thousand with a broad substrate scope. In addition, the presented tin porphyrin-based catalyst exhibited exclusive chemoselectivity to terminal epoxides over internal ones. The selective carbonylation of di-epoxides demonstrated the usefulness of these catalysts in the synthesis of complex molecular structures.
ISSN:2073-4344