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Urgel JI, Hayashi H, Di Giovannantonio M, et al. On-Surface Synthesis of Heptacene Organometallic Complexes. J Am Chem Soc. 2017;139(34):11658-11661doi: 10.1021/jacs.7b05192.
Urgel, J. I., Hayashi, H., Di Giovannantonio, M., Pignedoli, C. A., Mishra, S., Deniz, O., Yamashita, M., Dienel, T., Ruffieux, P., Yamada, H., & Fasel, R. (2017). On-Surface Synthesis of Heptacene Organometallic Complexes. Journal of the American Chemical Society, 139(34), 11658-11661. https://doi.org/10.1021/jacs.7b05192
Urgel, José I, et al. "On-Surface Synthesis of Heptacene Organometallic Complexes." Journal of the American Chemical Society vol. 139,34 (2017): 11658-11661. doi: https://doi.org/10.1021/jacs.7b05192
Urgel JI, Hayashi H, Di Giovannantonio M, Pignedoli CA, Mishra S, Deniz O, Yamashita M, Dienel T, Ruffieux P, Yamada H, Fasel R. On-Surface Synthesis of Heptacene Organometallic Complexes. J Am Chem Soc. 2017 Aug 30;139(34):11658-11661. doi: 10.1021/jacs.7b05192. Epub 2017 Aug 15. PMID: 28780869.
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J Am Chem Soc. 2017 Aug 30;139(34):11658-11661. doi: 10.1021/jacs.7b05192. Epub 2017 Aug 15.

On-Surface Synthesis of Heptacene Organometallic Complexes.

Journal of the American Chemical Society

José I Urgel, Hironobu Hayashi, Marco Di Giovannantonio, Carlo A Pignedoli, Shantanu Mishra, Okan Deniz, Masataka Yamashita, Thomas Dienel, Pascal Ruffieux, Hiroko Yamada, Roman Fasel

Affiliations

  1. Empa, Swiss Federal Laboratories for Material Science and Technology , 8600 Dübendorf, Switzerland.
  2. Graduate School of Materials Science, Nara Institute of Science and Technology (NAIST) , 8916-5 Takayama-cho, Ikoma 630-0192, Japan.
  3. NCCR MARVEL, Empa, Swiss Federal Laboratories for Material Science and Technology , 8600 Dübendorf, Switzerland.
  4. Department of Chemistry and Biochemistry, University of Bern , Freiestrasse 3, 3012 Bern, Switzerland.

PMID: 28780869 DOI: 10.1021/jacs.7b05192

Abstract

We report the on-surface formation of Au-directed heptacene organometallic complexes on a Au(111) template in an ultrahigh vacuum environment. Successive thermal annealing steps investigated by means of scanning tunneling microscopy, noncontact atomic force microscopy, temperature-programmed desorption and density functional theory reveal the formation of heptacene organometallic complexes via a selective two-step activation of an α-diketone-protected heptacene precursor. Furthermore, we demonstrate the efficiency of tip-induced deprotection experiments as a complementary strategy in the complex formation. Our results provide perspectives for the on-surface synthesis of larger acenes featuring potential use in the fields of organic electronics, spintronics and nonlinear optics.

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