Journal
ORGANIC LETTERS
Volume 12, Issue 9, Pages 2060-2063Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol100178s
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Funding
- National Science Foundation [CHE 0749473]
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The synthesis of new silylethyne-substituted hexacene derivatives to investigate their solubility, stability, and pi-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.
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