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Tuning selectivity among acetalization, pinacol coupling, and hydrogenation reactions of benzaldehyde by catalytic and photochemical pathways at room temperature

Yang, Q; Li, X; Tang, J; (2022) Tuning selectivity among acetalization, pinacol coupling, and hydrogenation reactions of benzaldehyde by catalytic and photochemical pathways at room temperature. Materials Today Energy , 23 , Article 100890. 10.1016/j.mtener.2021.100890. Green open access

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Abstract

Benzaldehyde is one of the industrially most useful feedstocks, and its transformation to high-value chemicals is very attractive. Different transformations of benzaldehyde, such as acetalization, pinacol coupling, and hydrogenation, have been achieved herein by adjusting pH, light source, and selection of a catalyst. Consequently, the corresponding products have been obtained with excellent yields (e.g. 92% yield for acetalization, 96% yield for pinacol coupling, and 85% yield for hydrogenation). The mechanisms behind each transformation were studied, and it revealed that pinacol coupling reaction was achieved through a photochemical process under 365 nm irradiation at pH 12, where the introduction of the TiO2 (P25) catalyst would completely shift the selectivity toward benzyl alcohol through a photocatalytic pathway and to benzaldehyde dimethyl acetal via low-temperature thermal catalysis.

Type: Article
Title: Tuning selectivity among acetalization, pinacol coupling, and hydrogenation reactions of benzaldehyde by catalytic and photochemical pathways at room temperature
Open access status: An open access version is available from UCL Discovery
DOI: 10.1016/j.mtener.2021.100890
Publisher version: https://doi.org/10.1016/j.mtener.2021.100890
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher's terms and conditions.
UCL classification: UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science > Dept of Chemical Engineering
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL
URI: https://discovery.ucl.ac.uk/id/eprint/10142930
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