4.8 Article

Functionalized Helical Building Blocks for Nanoelectronics

Journal

ORGANIC LETTERS
Volume 20, Issue 7, Pages 1991-1994

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00541

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Funding

  1. Office of Naval Research [N00014-16-1-2921, N00014-17-1-2205]
  2. Columbia University's Rabi Scholars Program

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Molecular building blocks are designed and created for the cis- and trans-clibrominated perylenediimides. The synthsses are simple and provide these useful materials on the gram scale. To demonstrate their synthetic versatility, these building blocks were used to create new dimeric perylenediimide helixes. Two of these helical dimers are twistacenes, and one is a helicene. Crucially, each possesses regiochemically defined functionality that allows the dimer helix to be elaborated into higher oligomers. It would be very difficult to prepare these helical PDI building blocks regioselectively without the methods described.

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