Eosin Y is one of the most popular organic dyes used as a photoredox catalyst and is largely employed in photochemical reactions both as a homogeneous and heterogeneous photocatalyst after immobilization. Immobilization of Eosin Y onto a solid support has many advantages, such as the possibility of recovery and reuse of the photocatalyst and the possibility of its use under flow conditions. In this paper, we report our findings on the immobilization of Eosin Y onto Merrifield resin and its application in the direct photochemical arylation of furan with aryldiazonium salts. The synthesized supported photocatalyst was used in batch reactions under heterogeneous conditions with different aryl diazonium salts, and its recovery and recycle were demonstrated for up to three times. The immobilized photocatalyst was then loaded in a packed-bed reactor and used under continuous flow conditions. The flow reaction allowed the arylated products to be obtained with higher productivity and space-time-yield than the batch in a very short reaction time.

Supported Eosin Y as a Photocatalyst for C-H Arylation of Furan in Batch and Flow / S. Rossi, F. Herbrik, S. Resta, A. Puglisi. - In: MOLECULES. - ISSN 1420-3049. - 27:16(2022), pp. 5096.1-5096.10. [10.3390/molecules27165096]

Supported Eosin Y as a Photocatalyst for C-H Arylation of Furan in Batch and Flow

S. Rossi
Primo
;
F. Herbrik;S. Resta;A. Puglisi
Ultimo
2022

Abstract

Eosin Y is one of the most popular organic dyes used as a photoredox catalyst and is largely employed in photochemical reactions both as a homogeneous and heterogeneous photocatalyst after immobilization. Immobilization of Eosin Y onto a solid support has many advantages, such as the possibility of recovery and reuse of the photocatalyst and the possibility of its use under flow conditions. In this paper, we report our findings on the immobilization of Eosin Y onto Merrifield resin and its application in the direct photochemical arylation of furan with aryldiazonium salts. The synthesized supported photocatalyst was used in batch reactions under heterogeneous conditions with different aryl diazonium salts, and its recovery and recycle were demonstrated for up to three times. The immobilized photocatalyst was then loaded in a packed-bed reactor and used under continuous flow conditions. The flow reaction allowed the arylated products to be obtained with higher productivity and space-time-yield than the batch in a very short reaction time.
continuous flow photochemistry; eosin Y; green chemistry; photocatalysis; supported catalysis; Catalysis; Eosine Yellowish-(YS); Furans; Salts
Settore CHIM/06 - Chimica Organica
   Enabling TECHNOlogies-driven chemistry: a tailored TRAINing research program for batch and flow synthesis of chiral amino derivatives (TECHNOTRAIN)
   TECHNOTRAIN
   EUROPEAN COMMISSION
   H2020
   812944

   Raising up Catalysis for Innovative Developments (SURSUMCAT)
   SURSUMCAT
   MINISTERO DELL'ISTRUZIONE E DEL MERITO
   20174SYJAF_002

   Piano di Sostegno alla Ricerca 2015-2017 - Linea 2 "Dotazione annuale per attività istituzionali" (anno 2020)
   UNIVERSITA' DEGLI STUDI DI MILANO
2022
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/945970
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