On-Surface Synthesis of Heptacene Organometallic Complexes

被引:81
作者
Urgel, Jose I. [1 ]
Hayashi, Hironobu [3 ]
Di Giovannantonio, Marco [1 ]
Pignedoli, Carlo A. [2 ]
Mishra, Shantanu [1 ]
Deniz, Okan [1 ]
Yamashita, Masataka [3 ]
Dienel, Thomas [1 ]
Ruffieux, Pascal [1 ]
Yamada, Hiroko [3 ]
Fasel, Roman [1 ,4 ]
机构
[1] Empa, Swiss Fed Labs Mat Sci & Technol, CH-8600 Dubendorf, Switzerland
[2] Empa, Swiss Fed Labs Mat Sci & Technol, NCCR MARVEL, CH-8600 Dubendorf, Switzerland
[3] Nara Inst Sci & Technol NAIST, Grad Sch Mat Sci, 8916-5 Takayama Cho, Ikoma 6300192, Japan
[4] Univ Bern, Dept Chem & Biochem, Freiestr 3, CH-3012 Bern, Switzerland
基金
瑞士国家科学基金会;
关键词
GRAPHENE NANORIBBONS; ULLMANN POLYMERIZATION; ELECTRONIC-STRUCTURE; HIGHER ACENES; SOLID-STATE; INTERMEDIATE; PENTACENE; INSIGHT; PHOTOGENERATION; PERSPECTIVES;
D O I
10.1021/jacs.7b05192
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 alpha-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.
引用
收藏
页码:11658 / 11661
页数:4
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