4.3 Article Proceedings Paper

Solid-phase Pd-catalysed cross-coupling methods for the construction of p-conjugated peptide nanomaterials

Journal

SUPRAMOLECULAR CHEMISTRY
Volume 26, Issue 3-4, Pages 259-266

Publisher

TAYLOR & FRANCIS LTD
DOI: 10.1080/10610278.2013.852675

Keywords

bioelectronics; supramolecular polymers; organic electronics; self-assembly

Funding

  1. Johns Hopkins University and the Department of Energy Office of Basic Energy Sciences [DE-SC0004857]
  2. U.S. Department of Energy (DOE) [DE-SC0004857] Funding Source: U.S. Department of Energy (DOE)

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We describe the development of two procedures for the synthesis of peptides that are embedded with a variety of -conjugated semi-conducting oligomers. These procedures utilise solid-phase variants of classical palladium-catalysed cross-couplings commonly used to prepare -conjugated oligomers. The resulting peptide--electron hybrids are soluble in aqueous media and self-assemble to produce 1D nanostructures, simultaneously forming networks of -stacked conduits. The procedures have allowed for the inclusion of complex chromophores including mixed aryl units, ethynylene linkers and sexithiophenes where the latter peptide's nanostructures demonstrated substantial conductivity when employed as an active layer in a field-effect transistor.

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