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Issue 96, 2015
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Real-space characterization of hydroxyphenyl porphyrin derivatives designed for single-molecule devices

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Abstract

Porphyrin derivatives are potential candidates as constituents of functional molecular devices because their electronic levels can be rationally manipulated by chemical modification. In this work, we deposit a porphyrin molecule with a hydroxyphenyl side group on Au(111), which is designed and synthesized as a basic unit for functional single molecule devices, and observe the bonding structure and electronic states with scanning tunneling microscopy (STM). The molecule changes configuration from a monomer to a cluster to a monolayer as the coverage increases, ruled by the H-bonding interaction through the hydroxyphenyl group and the steric repulsion by the isopentoxy groups. The highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) localized in the porphyrin macrocycle are observed at −1.1 and +1.1 eV, respectively, with respect to the Fermi level. We also deposit a para-phenylene-bridged porphyrin array on the surface using the electrospray method, and observe the local density of states along the array.

Graphical abstract: Real-space characterization of hydroxyphenyl porphyrin derivatives designed for single-molecule devices

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Article information


Submitted
23 Jun 2015
Accepted
03 Sep 2015
First published
03 Sep 2015

RSC Adv., 2015,5, 79152-79156
Article type
Paper
Author version available

Real-space characterization of hydroxyphenyl porphyrin derivatives designed for single-molecule devices

A. Shiotari, Y. Ozaki, S. Naruse, H. Okuyama, S. Hatta, T. Aruga, T. Tamaki and T. Ogawa, RSC Adv., 2015, 5, 79152
DOI: 10.1039/C5RA12123J

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