Expanding the surface chemistry synthetic toolkit: facile carbon (sp<sup>2</sup>)-nitrogen(sp<sup>2</sup>) bond formation on Au[111] and Ag[111]

ORAL

Abstract

Surface assisted synthesis offers a unique pathway towards the creation of atomically precise nanostructures that cannot be achieved in solution. The Ulmann coupling—where surface stabilized radicals form covalent bonds prior to polymerization or cyclization—has emerged as a promising route for accessing novel architectures, in particular graphene nanoribbons where the electronic structure is intimately linked with the atomic structure. This reaction, however, has been limited to the formation of C-C bonds, restricting its overall scope. The ability to create novel linkages on the surface would allow for a deeper understanding of the interplay between atomic and electronic structure. Here we demonstrate facile C-N bond formation on different coinage metal surfaces at substantially lower temperatures than polymerization and subsequent C-C bond formation. Scanning tunneling microscopy and spectroscopy (STM/STS) performed conjointly with first-principles calculations confirm the desired product. The mechanism for C-N formation will be discussed along with strategies for the synthesis of extended 1-dimensional structures.

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Presenters

  • Raymond Blackwell

    • University of California, Berkeley

Authors

  • Raymond Blackwell

    • University of California, Berkeley

  • Ilya Piskun

    • University of California, Berkeley

  • Joaquim Somoza

    • Max Planck Institue for the Structure and Dynamics of Matter

  • Fangzhou Zhao

    • University of California, Berkeley

  • Steven Louie

    • University of California at Berkeley, and Lawrence Berkeley National Laboratory
    • Department of Physics, University of California, Berkeley, Berkeley, California 94720, USA and Materials Sciences Division, Lawrence Berkeley National Laboratory, Berkeley, C
    • University of California, Berkeley
    • Department of Physics, University of California, Berkeley
    • Lawrence Berkeley National Laboratory and University of California at Berkeley
    • Department of Physics, University of California at Berkeley and Lawrence Berkeley National Laboratory
    • Department of Physics, UC Berkeley
    • Physics, Unviersyt of Calfornia, Berkeley
    • Physics, University of California, Berkeley
    • Physics, University of California, Berkeley and Lawrence Berkeley National Lab

  • Angel Rubio

    • Theory Department, Max Planck Institute for the Structure and Dynamics of Matter
    • Center for Computational Quantum Physics (CCQ), The Flatiron Institute
    • Max Planck Institute for Structure and Dynamics of Matter
    • Department of Physics, Columbia University, New York, New York 10027, USA
    • Max Planck Institute for the Structure and Dynamics of Matter, Hamburg, Germany
    • Max Planck Institute for the Structure and Dynamics of Matter
    • Structure and Dynamics of Matter, Max Planck Institute
    • Max Planck Institute for the Structure and Dynamics of Matter, Luruper Chaussee 149, 22761 Hamburg, Germany
    • Max Planck Inst Structure & Dynamics of Matter
    • Max Planck Institue for the Structure and Dynamics of Matter
    • Theory, Max Planck Institute for the Structure & Dynamics of Matter

  • Felix Fischer

    • University of California, Berkeley