Synthesis of compounds presenting three and four anthracene units as potential connectors to mediate infinite lateral growth at the air/water interface

Cindy Münzenberg, Antonella Rossi, Kirill Feldman, Reto Fiolka, Andreas Stemmer, Katarzyna Kita-Tokarczyk, Wolfgang Meier, Junji Sakamoto, Oleg Lukin, A. Dieter Schlüter

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14 Scopus citations

Abstract

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 45×45 μm-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 a 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.

Original languageEnglish (US)
Pages (from-to)10797-10807
Number of pages11
JournalChemistry - A European Journal
Volume14
Issue number34
DOIs
StatePublished - Nov 26 2008

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Keywords

  • Anthracenes
  • Calixarenes
  • Photodimerization
  • Polymers
  • Unimolecular films

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Münzenberg, C., Rossi, A., Feldman, K., Fiolka, R., Stemmer, A., Kita-Tokarczyk, K., Meier, W., Sakamoto, J., Lukin, O., & Schlüter, A. D. (2008). Synthesis of compounds presenting three and four anthracene units as potential connectors to mediate infinite lateral growth at the air/water interface. Chemistry - A European Journal, 14(34), 10797-10807. https://doi.org/10.1002/chem.200800478