Journal
ORGANIC LETTERS
Volume 13, Issue 9, Pages 2240-2243Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol200485x
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Funding
- Natural Sciences and Engineering Research Council (NSERC) of Canada
- Canadian Foundation for Innovation (CFI)
- Industrial Research and Innovation Fund (IRIF)
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A concise, highly regioselective synthesis of 1,8-dibromo-4,5-dialkoxypyrenes has been developed and exploited in the synthesis of some 1,8-pyrenylene- ethynylene macrocycles. The H-1 NMR data and NICS calculations indicate that there is little or no macrocyclic ring current. Concentration-dependent UV-visible studies indicate no aggregation at low concentration, but 8b forms dimers with voids suitable for intercalation of small molecules in the solid state.
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