期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 70, 期 25, 页码 10213-10226出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo050926v
关键词
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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 largest and 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 graphdiyne substructures are constructed through convergent syntheses, taking advantage of three key intermediates and silane-protected phenylacetylenes. Intramolecular macrocyclization of alpha,omega-polyyne precursors via Cu-niediated or Pd-catalyzed oxidative homocoupling affords five new graphdiyne oligomers possessing two to flour fused 1.8-membered rings. The attempted synthesis of a six-ring analogue is also reported.
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