| Abstract
| - The synthesis and optical properties of a series of multinanometer-sized substructures of the phenyl-diacetylene carbon allotrope, graphdiyne, are described. These molecules are among the largestand most complex annulenic systems yet prepared, with extension of linear conjugation in two-dimensions to over twice that of any previously reported planar macrocycle. The graphdiynesubstructures are constructed through convergent syntheses, taking advantage of three keyintermediates and silane-protected phenylacetylenes. Intramolecular macrocyclization of α,ω-polyyneprecursors via Cu-mediated or Pd-catalyzed oxidative homocoupling affords five new graphdiyne“oligomers” possessing two to four fused 18-membered rings. The attempted synthesis of a six-ringanalogue is also reported.
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