5 years ago

On-Surface Synthesis of Heptacene Organometallic Complexes

On-Surface Synthesis of Heptacene Organometallic Complexes
Carlo A. Pignedoli, Marco Di Giovannantonio, Roman Fasel, Hironobu Hayashi, Pascal Ruffieux, Thomas Dienel, Masataka Yamashita, Hiroko Yamada, Okan Deniz, Shantanu Mishra, José I. Urgel
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.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b05192

DOI: 10.1021/jacs.7b05192

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