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Issue 14, 2018
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Donor–acceptor interactions between cyclic trinuclear pyridinate gold(I)-complexes and electron-poor guests: nature and energetics of guest-binding and templating on graphite

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Abstract

Donor–acceptor-type interactions between π-electron systems are of high relevance in the design of chemical sensors. Due to their electron-rich nature, cyclic trinuclear complexes (CTCs) of gold(I) are ideal receptor sites for electron-deficient aromatic analytes. Scanning tunneling microscopy provided insight into the structures of two-dimensional crystals of pyridinate gold CTCs that form on a graphite template at the solid/liquid interface. One polymorph thereof – in turn – templated the on-top co-adsorption of π-acidic pyrazolate CTCs as electron-poor guests up to a certain threshold. From NMR titration experiments, we quantified free energies of −6.1 to −7.5 kcal mol−1 for the binding between pyridinate gold(I) CTCs and π-acidic pyrazolate CTCs. Quantum chemical calculations revealed that these interactions are largely dominated by London dispersion. These results give a more detailed insight into a rational design of sensitive CNT- or graphene-based sensors for π-acidic analytes, such as electron-deficient aromatics.

Graphical abstract: Donor–acceptor interactions between cyclic trinuclear pyridinate gold(i)-complexes and electron-poor guests: nature and energetics of guest-binding and templating on graphite

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The article was received on 18 Dec 2017, accepted on 04 Mar 2018 and first published on 05 Mar 2018


Article type: Edge Article
DOI: 10.1039/C7SC05355J
Citation: Chem. Sci., 2018,9, 3477-3483
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    Donor–acceptor interactions between cyclic trinuclear pyridinate gold(I)-complexes and electron-poor guests: nature and energetics of guest-binding and templating on graphite

    R. Hahn, F. Bohle, S. Kotte, T. J. Keller, Stefan-S. Jester, A. Hansen, S. Grimme and B. Esser, Chem. Sci., 2018, 9, 3477
    DOI: 10.1039/C7SC05355J

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