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Photo-epoxidation of (α, β)-pinene with molecular O2 catalyzed by a dioxo-molybdenum (VI)-based Metal–Organic Framework

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Abstract

A gallium-based metal–organic framework, post-modified with MoO2Cl2, was examined as a catalyst for the room temperature liquid-phase photooxidation of α‐ and β-pinene in the presence of molecular oxygen as the oxidant. For both substrates, (α, β)-pinene oxide was formed as the sole product due to the oxygen atom transfer process. Peroxo-molybdenum species was identified in the reoxidation process using infrared spectroscopy. Moreover, a comparison of the structure of the catalyst before and after catalysis by means of X-ray powder diffraction (XRPD), infrared spectroscopy (IR) and N2 adsorption–desorption measurements demonstrated the high recyclability and potential of this catalyst in the photocatalytic epoxidation process of terpenes.

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The spectroscopic measurements made are kept in their original files. The quality and reproducibility of the catalytic experiments were verified by triplicate analysis of the experiments and the results reported in this article correspond to the average of these measurements. The synthesis procedure reported is truthful, and no details are omitted that allow the obtaining of these materials as they are reported in this article.

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Acknowledgements

This work was financially supported by the Universidad Nacional de Colombia and the Faculty of Sciences of Universidad Nacional de Colombia by the internal Project code 37526. FMO appreciates the financing of the BIORETO XXI-15:50 program (RC-FP44842-212-2018, MINCiencias).

Funding

This work was financially supported by the Universidad Nacional de Colombia and the Faculty of Sciences of Universidad Nacional de Colombia by the internal Project code 37526. FMO appreciates the financing of the BIORETO XXI-15:50 program (RC-FP44842-212–2018, MINCiencias).

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Estado Sólido y Catálisis Ambiental (ESCA), Universidad Nacional de Colombia, Carrera 30 No. 45-03, Bogotá, Colombia

    Nelson J. Castellanos

  2. Centro de Investigaciones en Catálisis-CICAT, Escuela de Química, Universidad Industrial de Santander, Km 2 vía El Refugio, Piedecuesta, Santander, Colombia

    Henry Martínez Q & Fernando Martínez O

  3. Department of Chemistry, Centre for Ordered Materials, Organometallics and Catalysis-COMOC, University of Ghent, Krijgslaan 281 (Building S-3), 9000, Ghent, Belgium

    Karen Leus & Pascal Van Der Voort

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Contributions

Nelson J. Castellanos contributed to conceptualization, experimental plan, formal analysis, funding acquisition, validation, writing—original draft. Henry Martínez contributed to data curation, formal analysis, methodology, visualization, writing—review and editing. Fernando Martínez O. contributed to formal analysis, investigation, supervision, validation, writing—review and editing. Karen Leus contributed to methodology, experimental plan, formal analysis, supervision, validation, writingreview and editing. Pascal Van Der Voort contributed to formal analysis, investigation, supervision, validation, writingreview and editing.

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Castellanos, N.J., Martínez Q, H., Martínez O, F. et al. Photo-epoxidation of (α, β)-pinene with molecular O2 catalyzed by a dioxo-molybdenum (VI)-based Metal–Organic Framework. Res Chem Intermed 47, 4227–4244 (2021). https://doi.org/10.1007/s11164-021-04518-3

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