The Hexameric Resorcinarene Capsule as a Brønsted Acid Catalyst for the Synthesis of Bis(heteroaryl)methanes in a Nanoconfined Space

Herein, we show that the hexameric resorcinarene capsule C is able to catalyze the formation of bis(heteroaryl)methanes by reaction between pyrroles or indoles and carbonyl compounds (α-ketoesters or aldehydes) in excellent yields and selectivity. Our results suggest that the capsule can play a doub...

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Bibliographic Details
Published in:Frontiers in chemistry 2019-10, Vol.7, p.687-687
Main Authors: Gambaro, Stefania, La Manna, Pellegrino, De Rosa, Margherita, Soriente, Annunziata, Talotta, Carmen, Gaeta, Carmine, Neri, Placido
Format: Article
Language:English
Subjects:
bis(heteroaryl)methanes
Brønsted acid catalyst
Chemistry
H-bond catalyst
resorcinarene hexameric capsule
self-assembly
supramolecular organocatalysis
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Summary:Herein, we show that the hexameric resorcinarene capsule C is able to catalyze the formation of bis(heteroaryl)methanes by reaction between pyrroles or indoles and carbonyl compounds (α-ketoesters or aldehydes) in excellent yields and selectivity. Our results suggest that the capsule can play a double catalytic role as a H-bond catalyst, for the initial activation of the carbonyl substrate, and as a Brønsted acid catalyst, for the dehydration of the intermediate alcohol.
ISSN:2296-2646
2296-2646
DOI:10.3389/fchem.2019.00687