4.8 Article

Macrocyclic Amphiphiles with 1,8-Anthrylene Fluorophores: Synthesis and Attempts toward Two-Dimensional Organization

Journal

ORGANIC LETTERS
Volume 12, Issue 12, Pages 2778-2781

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol100877g

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Funding

  1. ETH [TH-05 07-1]
  2. Swiss National Fund [200021-129660]
  3. Swiss National Science Foundation (SNF) [200021_129660] Funding Source: Swiss National Science Foundation (SNF)

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New macrocyclic amphiphiles with two or three integrated 1,8-anthrylenes have been synthesized by an iterative Sonogashira cross-coupling protocol. The final cyclization has been conducted with 80% yield under cuprous-free dilution conditions. Formation of a monolayer at the air/water interface has also been demonstrated. These results open the intriguing possibility to construct large 2D supramolecular/macromolecular systems for which unique photophysical and -chemical properties are expected.

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