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J Am Chem Soc. 2012 Jan 11;134(1):91-4. doi: 10.1021/ja209225f. Epub 2011 Dec 20.

Spectroscopic scanning tunneling microscopy studies of single surface-supported free-base corroles.

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  • 1Institute of Semiconductor and Solid State Physics, Johannes Kepler University Linz, 4040 Linz, Austria.

Abstract

Corroles are versatile chemically active agents in solution. Expanding their applications toward surface-supported systems requires a fundamental knowledge of corrole-surface interactions. We employed the tip of a low-temperature scanning tunneling microscope as local probe to investigate at the single-molecule level the electronic and geometric properties of surface-supported free-base corrole molecules. To provide a suitable reference for other corrole-based systems on surfaces, we chose the archetypal 5,10,15-tris(pentafluorophenyl)corrole [H(3)(TpFPC)] as model system, weakly adsorbed on two surfaces with different interaction strengths. We demonstrate the nondissociative adsorption of H(3)(TpFPC) on pristine Au(111) and on an intermediate organic layer that provides sufficient electronic decoupling to investigate geometric and frontier orbital electronic properties of almost undisturbed H(3)(TpFPC) molecules at the submolecular level. We identify a deviating adsorption behavior of H(3)(TpFPC) compared to structurally similar porphyrins, characterized by a chiral pair of molecule-substrate configurations.

© 2011 American Chemical Society

PMID:
22188437
[PubMed - indexed for MEDLINE]
PMCID:
PMC3261638
Free PMC Article

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