4.8 Article

Expeditious Synthesis of Contorted Hexabenzocoronenes

Journal

ORGANIC LETTERS
Volume 11, Issue 11, Pages 2225-2228

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol9001834

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Funding

  1. National Science Foundation [CHE-0641523]
  2. New York State Office of Science, Technology, and Academic Research (NYSTAR).
  3. Chemical Sciences, Geosciences and Biosciences Division, Office of Basic Energy Sciences, US DOE [DE-FG02-01ER15264]

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Contorted hexabenzocoronenes (HBCs) have been synthesized in an expedited manner utilizing a double Barton-Kellogg olefination reaction and a subsequent Scholl cyclization. The scope of both transformations was investigated using a series of pentacene quinones and double olefin precursors. The utility,of these reactions to help create functionalized and oligomeric HBCs in a rapid manner is demonstrated.

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