Positional selectivity of reversible azomethine condensation reactions at solid/liquid interfaces leading to supramolecule formation

Ryota Tanoue, Rintaro Higuchi, Kiryu Ikebe, Shinobu Uemura, Nobuo Kimizuka, Adam Z. Stieg, James K. Gimzewski, Masashi Kunitake

    研究成果: ジャーナルへの寄稿学術誌査読

    12 被引用数 (Scopus)

    抄録

    We used in situ scanning tunneling microscopy to investigate the formation of two-dimensional supramolecules by means of reversible azomethine condensation reactions between aqueous 5,10,15,20-tetrakis(4-aminophenyl)porphyrin (TAPP) and terephthaldicarboxaldehyde (TPA) or benzaldehyde (BA) at the solid/liquid interface of an iodine-modified Au(1 1 1) surface. A nanomesh and a close-packed array were formed by the reaction of TAPP with the dicarboxaldehyde. Formation of these structures was driven by Schiff base (azomethine) bonding and simultaneous self-assembly controlled by adsorption and condensation equilibria. Surface cross coupling between TAPP and the monocarboxaldehyde (BA) formed highly ordered adlayers consisting solely of TAPP symmetrically disubstituted with two BA molecules attached at diagonally opposite corners. The position selectivity was achieved through simultaneous coupling reaction equilibria and the thermodynamic self-assembly.

    本文言語英語
    ページ(範囲)145-149
    ページ数5
    ジャーナルJournal of Electroanalytical Chemistry
    716
    DOI
    出版ステータス出版済み - 3月 1 2014

    !!!All Science Journal Classification (ASJC) codes

    • 分析化学
    • 化学工学(全般)
    • 電気化学

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