On the role of interfacial hydrogen bonds in "on-water" catalysis

Karhan K, Khaliullin RZ, Kühne TD (2014)

Publication Type: Journal article

Publication year: 2014

Journal

Journal of Chemical Physics AIP Publishing

Book Volume: 141

Article Number: 22D528

Journal Issue: 22

DOI: 10.1063/1.4902537

Abstract

Numerous experiments have demonstrated that many classes of organic reactions exhibit increased reaction rates when performed in heterogeneous water emulsions. Despite enormous practical importance of the observed "on-water" catalytic effect and several mechanistic studies, its microscopic origins remains unclear. In this work, the second generation Car-Parrinello molecular dynamics method is extended to self-consistent charge density-functional based tight-binding in order to study "on-water" catalysis of the Diels-Alder reaction between dimethyl azodicarboxylate and quadricyclane. We find that the stabilization of the transition state by dangling hydrogen bonds exposed at the aqueous interfaces plays a significantly smaller role in "on-water" catalysis than has been suggested previously.

Involved external institutions

Universität Paderborn DE Germany (DE) Johannes Gutenberg-Universität Mainz (JGU) DE Germany (DE)

How to cite

APA:

Karhan, K., Khaliullin, R.Z., & Kühne, T.D. (2014). On the role of interfacial hydrogen bonds in "on-water" catalysis. Journal of Chemical Physics, 141(22). https://dx.doi.org/10.1063/1.4902537

MLA:

Karhan, Kristof, Rustam Z. Khaliullin, and Thomas D. Kühne. "On the role of interfacial hydrogen bonds in "on-water" catalysis." Journal of Chemical Physics 141.22 (2014).

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