4.6 Article

Synthesis of Compounds Presenting Three and Four Anthracene Units as Potential Connectors To Mediate Infinite Lateral Growth at the Air/Water Interface

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 14, Issue 34, Pages 10797-10807

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200800478

Keywords

anthracenes; calixarenes; photodimerization; polymers; unimolecular films

Funding

  1. Schweizer Nationalfonds [200021111739, 200020-117572]
  2. ETH [TH-05 07-1]

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We report the synthesis of molecular sheets based on the photochemically initiated dimerization of monomers with lateral anthracene units. The film thickness and composition were investigated by ellipsometry and X-ray photoelectron spectroscopy (XPS). The mechanical stability of the film was sufficient to span it over 45 x 45 mu m-sized holes. Several model reactions were performed to illustrate the underlying chemistry and to assist in analysis. The reported experiments are considered first steps towards the ultimate goal of the rational synthesis of laterally infinite, one-monomer-unit-thick molecular sheets with it long-range positional order and a periodic covalent-bonding pattern. Such sheets are referred to as 2D polymers and are considered a prime goal of chemical synthesis with intriguing applications.

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