Abstract
This paper focuses on specific features of the low-temperature (60°C) oxidative esterification reaction of benzyl alcohol with methanol on cobalt-nitrogen-carbon heterogeneous catalyst produced by carbonization of a ZIF-67 metal-organic framework structure. The optimal temperature range of pyrolysis for preparing high-activity catalyst samples was determined. The influence exerted by bases, such as K2CO3, Na2CO3, triethylamine, para-dimethylaminopyridine, and other additives on the rate and selectivity of the catalytic reaction was examined. It was shown that the esterification occurs via the intermediate formation of benzaldehyde, which is rapidly transformed to methyl benzoate in the presence of a base.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Jagadeesh, R.V., Wienhofer, G., Westerhaus, F.A., Surkus, A.-E., Pohl, M.-M., Junge, H., Junge, K., and Beller, M., Chem. Commun, 2011, vol. 47, pp. 10972–10974.
Jagadeesh, R.V., Junge, H., Pohl, M.-M., Radnik, J., Brückner, A., and Beller, M., J. Am. Chem. Soc., 2013, vol. 135, pp. 10776–10782.
Mallat, T. and Baiker, A., Chem. Rev., 2004, vol. 104, pp. 3037–3058.
Zhou, Y.-X., Chen, Y.-Z., Cao, L., Lu, J., and Giang, H.-L., Chem. Commun, 2015, vol. 51, pp. 8292–8295.
Banerjee, D., Jagadeesh, R.V., Junge, K., Pohl, M.-M., Radnik, J., Bruckner, A., and Beller, M., Angew. Chem. Int. Ed., 2014, vol. 53, pp. 4359–4363.
Zhong, W., Liu, H., Bai, C., Liao, S., and Li, Y., ACS Catal., 2015, vol. 5, pp. 1850–1863.
Baramov, T., Loos, P., Hassfeld, J., Alex, H., Beller, M., Stemmler, T., Meier, G., Gottfried, M., and Roggan, S., Adv. Synth. Catal., 2016, vol. 358, pp. 2903–2911.
Cheng, T.-Y., Yu, H., Peng, F., Wang, H.-G., Zhang, B.-S., and Su, D.-S., Catal. Sci. Technol., 2016, vol. 6, pp. 1007–1015.
Pisiewicz, S., Stemmler, T., Surkus, A.-E., Junge, K., and Beller, M., ChemCatChem, 2015, vol. 7, pp. 62–64.
Jagadeesh, R.V. Junge, H., and Beller, M., ChemSusChem, 2015, vol. 8, pp. 92–96.
Westerhaus, F.A., Jagadeesh, R.V., Wienhofer, G., Pohl, M.-M., Radnik, J., Surkus, A.-E., Rabeah, J., Junge, K., Junge, H., Nielsen, M., Bruckner, A., and Beller, M., Nature Chem., 2013, vol. 5, pp. 537–543.
Li, X.-Y., Zeng, C., Jiang, Q.-Q., and Ai, L., J. Mater. Chem. A, 2016, vol. 4, pp. 7476–7482.
Stemmler, T., Westerhaus, F.A., Surkus, A.-E., Pohl, M.-M., Junge, K., and Beller, M., Green Chem., 2014, vol. 16, pp. 4535–4540.
Iosub, A.V. and Stahl, S.S., Org. Lett., 2015, vol. 17, pp. 4404–4407.
Su, H., Zhang, K.-X., Zhang, B., Wang, H.-H., Yu, Q.-Y., Li, X.-H., Antonietti, M., and Chen, J.-S., J. Am. Chem. Soc., 2017, vol. 139, pp. 811–818.
Ellingboe, J.L. and Runnels, J.H., J. Chem. Eng. Data, 1966, vol. 11, pp. 323–324.
Platonov, A.Yu., Evdokimov, A.N., Kurzin, A.V., and Maiyorova, H.D., J. Chem. Eng. Data, 2002, vol. 47, pp. 1175–1176.
Zhang, W., Jiang, X., Wang, X., Kaneti, Y.V., Chen, Y., Liu, J., Jiang, J.S., Yamauchi, Y., and Hu, M., Angew. Chem. Int. Ed., 2017, vol. 56, pp. 8435–8440.
Wigington, B.N., Drummond, M.L., Cundari, T.R., Thorn, D.L., Hanson, S.K., and Scott, S.L., Chem. Eur. J., 2012, vol. 18, pp. 14981–14988.
Koltunov, K.Yu., Ishchenko, E.V., and Sobolev, V.I., Catal. Commun., 2018, vol. 117, pp. 49–52.
Scriven, E.F.V., Chem. Soc. Rev., 1983, vol. 12, pp. 129–161.
Davis, S.E., Ide, M.S., and Davis, R.J., Green Chem., 2013, vol. 15, pp. 17–45.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Astrakova, T.V., Chernov, A.N., Sobiolev, V.I. et al. Effect of Bases on Catalytic Properties of Cobalt-Nitrogen-Carbon Composites in Oxidative Esterification of Benzyl Alcohol with Methanol. Russ J Appl Chem 92, 295–299 (2019). https://doi.org/10.1134/S1070427219020198
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070427219020198