A Computational and Experimental Analysis of Aldehyde Photooxidation Driven by Visible Light in a Homemade Reactor

Javier Cervantes-González; Salma E. Mora-Rodríguez; Luis J. Benitez-Puebla; Fernando López-Caamal; Marco A. García-Revilla; Miguel A. Vázquez; Selene Lagunas-Rivera

doi:10.1055/a-2131-4033

Synlett, Table of Contents

Synlett 2024; 35(03): 297-302
DOI: 10.1055/a-2131-4033

cluster

Organic Chemistry Under Visible Light: Photolytic and Photocatalytic Organic Transformations

A Computational and Experimental Analysis of Aldehyde Photooxidation Driven by Visible Light in a Homemade Reactor

Javier Cervantes-González

^aDepartamento de Química, DCNyE Universidad de Guanajuato, Noria Alta S/N, Guanajuato Gto. 36050, Mexico

,

Salma E. Mora-Rodríguez

^aDepartamento de Química, DCNyE Universidad de Guanajuato, Noria Alta S/N, Guanajuato Gto. 36050, Mexico

,

Luis J. Benitez-Puebla

^aDepartamento de Química, DCNyE Universidad de Guanajuato, Noria Alta S/N, Guanajuato Gto. 36050, Mexico

,

Fernando López-Caamal

^bDepartamento de Ingeniería Química, DCNyE Universidad de Guanajuato, Noria Alta S/N, Guanajuato Gto. 36050, Mexico

,

Marco A. García-Revilla

^aDepartamento de Química, DCNyE Universidad de Guanajuato, Noria Alta S/N, Guanajuato Gto. 36050, Mexico

,

Miguel A. Vázquez

^aDepartamento de Química, DCNyE Universidad de Guanajuato, Noria Alta S/N, Guanajuato Gto. 36050, Mexico

,

Selene Lagunas-Rivera ∗

^cCatedras-CONAHCyT, Departamento de Química, DCNyE Universidad de Guanajuato, Noria Alta S/N, Guanajuato Gto. 36050, Mexico

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Abstract

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Abstract

A computational and experimental analysis of HAT mechanism to obtain carboxylic acid via photooxidation of aldehyde is described, using a homemade reactor. The considered photocatalysts are organic dyes such as 2-chloroanthraquinone (2-ClAQN), rhodamine 6G (Rh6G), fluorescein (Fl), and eosin B (EOB); and the light spectrum is that of the visible light.

Key words

photooxidation - organic dyes metals free - water - green chemistry - process HAT

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References

References and Notes
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22 A solution of benzaldehyde (1, 1 equiv), 2-ClAQN as photocatalyst (0.1 equiv), and K₂CO₃ (0.05 equiv) in EtOAc (1 mL), and the mixture was stirred and irradiated under visible-light radiation with 23 W fluorescent bulbs and O₂ (atm) during 4 h. After the reaction time, 1.0 mL of 10% NaHCO₃ solution was added to the reaction, and the organic phase was separated from the aqueous phase. Subsequently, the aqueous phase was added to a 2.0 N HCl solution, and it was extracted with EtOAc (3 × 10 mL), anhydrous Na₂SO₄ was added to the organic phase, filtered, and evaporated under reduced pressure to obtain the product 2.

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