4.8 Article

Expeditive Syntheses of Functionalized Pentahelicenes and NC-AFM on Ag(001)

Journal

ORGANIC LETTERS
Volume 11, Issue 17, Pages 3846-3849

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol9014255

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Funding

  1. French Government, CNRS [PAI 0379XM]
  2. University of Nice-Sophia Antipolis
  3. France-Canada Funds
  4. French Ambassy in Canada

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One of the shortest and most efficient routes toward a series of functionalized pentahelicenes is reported. Benzylic (dibromo)methine coupling is an important entry into functional helicene chemistry. It allowed a mono- or a double functionalization by some metal-catalyzed Ar-C, Ar-S, Ar-CN, and Ar-l bond formations. Those functions offer new avenues for further applications. For instance, helicene (4) can be supported on a Ag(001) surface, which was characterized by high-resolution NC-AFM imaging.

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