Synthesis and stability of soluble hexacenes

Balaji Purushothaman, Sean R. Parkin, John E. Anthony

Research output: Contribution to journalArticlepeer-review

113 Scopus citations

Abstract

Figure presented The synthesis of new silylethyne-substituted hexacene derivatives to investigate their solubility, stability, and π-stacking is reported. It was found that "butterfly" dimerization, rather than photooxidation, is the dominant decomposition pathway for these molecules and that stability can be enhanced by functionalization to prevent close contact between specific regions of the aromatic core. Dimerization regioselectivity can be altered by suitable engineering of the solid-state arrangement of the chromophores.

Original languageEnglish
Pages (from-to)2060-2063
Number of pages4
JournalOrganic Letters
Volume12
Issue number9
DOIs
StatePublished - May 7 2010

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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