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Influence of pore size in benzoin condensation of furfural using heterogenized benzimidazole organocatalysts

Influence of pore size in benzoin condensation of furfural using heterogenized benzimidazole organocatalysts
Influence of pore size in benzoin condensation of furfural using heterogenized benzimidazole organocatalysts

A designed N-heterocyclic carbene (NHC) catalyst was covalently anchored on a range of mesoporous and hierarchical supports, to study the influence of pore size in the benzoin condensation of furfural. The structural and spectroscopic characteristics of the anchored catalysts were investigated, also with the help of molecular dynamics simulations, in order to rationalize the degree of stability and recyclability of the heterogenized organocatalysts. Quantitative yields (99 %) and complete recyclability were maintained after several cycles, vindicating the design rationale.

benzoin condensation, furfural transformation, heterogeneous catalysis, N-heterocyclic carbene based catalysts, organic-inorganic hybrid catalyst
0947-6539
Miletto, Ivana
9a3fe0ee-6afd-4e72-abff-8e83a9114ae9
Meazza, Marta
c4665645-8c77-4cfd-aa02-6bcc3341c1aa
Paul, Geo
fe93c674-eedd-4eda-8c84-190bc5b1687f
Cossi, Maurizio
d1a3f2b8-6592-4268-a15d-a91e219c1afa
Gianotti, Enrica
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Marchese, Leonardo
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Rios, Ramon
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Pera-Titus, Marc
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Raja, Robert
74faf442-38a6-4ac1-84f9-b3c039cb392b
Miletto, Ivana
9a3fe0ee-6afd-4e72-abff-8e83a9114ae9
Meazza, Marta
c4665645-8c77-4cfd-aa02-6bcc3341c1aa
Paul, Geo
fe93c674-eedd-4eda-8c84-190bc5b1687f
Cossi, Maurizio
d1a3f2b8-6592-4268-a15d-a91e219c1afa
Gianotti, Enrica
2496d8d3-780f-4fe0-a43e-147e68331078
Marchese, Leonardo
684a36ec-9847-4604-82e7-71234cd44090
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Pera-Titus, Marc
177729ee-3075-4051-8056-188d991b93ff
Raja, Robert
74faf442-38a6-4ac1-84f9-b3c039cb392b

Miletto, Ivana, Meazza, Marta, Paul, Geo, Cossi, Maurizio, Gianotti, Enrica, Marchese, Leonardo, Rios, Ramon, Pera-Titus, Marc and Raja, Robert (2022) Influence of pore size in benzoin condensation of furfural using heterogenized benzimidazole organocatalysts. Chemistry - A European Journal, 28 (72), [e202202771]. (doi:10.1002/chem.202202771).

Record type: Article

Abstract

A designed N-heterocyclic carbene (NHC) catalyst was covalently anchored on a range of mesoporous and hierarchical supports, to study the influence of pore size in the benzoin condensation of furfural. The structural and spectroscopic characteristics of the anchored catalysts were investigated, also with the help of molecular dynamics simulations, in order to rationalize the degree of stability and recyclability of the heterogenized organocatalysts. Quantitative yields (99 %) and complete recyclability were maintained after several cycles, vindicating the design rationale.

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Chemistry A European J - 2022 - Miletto - Influence of Pore Size in Benzoin Condensation of Furfural Using Heterogenized - Version of Record
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Accepted/In Press date: 27 October 2022
e-pub ahead of print date: 27 December 2022
Additional Information: Funding Information: The project leading to these results has received funding from the European Union's Horizon 2020 research and innovation program under grant agreement N. 720783-MULTI2HYCAT. Funding Information: The project leading to these results has received funding from the European Union's Horizon 2020 research and innovation program under grant agreement N. 720783‐MULTI2HYCAT. Publisher Copyright: © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.
Keywords: benzoin condensation, furfural transformation, heterogeneous catalysis, N-heterocyclic carbene based catalysts, organic-inorganic hybrid catalyst

Identifiers

Local EPrints ID: 474583
URI: http://eprints.soton.ac.uk/id/eprint/474583
ISSN: 0947-6539
PURE UUID: f66ca875-05ea-4fd4-babf-4a1a93b7b3b0
ORCID for Marta Meazza: ORCID iD orcid.org/0000-0003-4382-0626
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521
ORCID for Robert Raja: ORCID iD orcid.org/0000-0002-4161-7053

Catalogue record

Date deposited: 27 Feb 2023 17:43
Last modified: 18 Mar 2024 03:04

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Contributors

Author: Ivana Miletto
Author: Marta Meazza ORCID iD
Author: Geo Paul
Author: Maurizio Cossi
Author: Enrica Gianotti
Author: Leonardo Marchese
Author: Ramon Rios ORCID iD
Author: Marc Pera-Titus
Author: Robert Raja ORCID iD

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