4.8 Article

Synthesis and Molecular Properties of Four Isomeric Dialkylated Angular-Shaped Naphthodithiophenes

Journal

ORGANIC LETTERS
Volume 15, Issue 20, Pages 5338-5341

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol4025953

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Funding

  1. National Science Council
  2. Ministry of Education
  3. Center for Interdisciplinary Science (CIS) of the National Chiao Tung University, Taiwan

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A new strategy to synthesize 4,9- and 5,10-dialkylated alpha-aNDTs as well as 4,9- and 5,10-dialkylated beta-aNDTs is described. Four isomeric precursors with different dithienyl-ene-diyne arrangements undergo base-induced double 6 pi-cyclization to construct the central naphthalene cores, leading to the formation of the regiospecific products. These 2,7-distannylated dialkylated aNDT-based monomers can be used for Stille cross-coupling to produce promising conjugated materials for various optoelectronic applications.

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