1, 8-Pyrenylene− Ethynylene Macrocycles

G Venkataramana, P Dongare, LN Dawe…

Index: Venkataramana, Gandikota; Dongare, Prateek; Dawe, Louise N.; Thompson, David W.; Zhao, Yuming; Bodwell, Graham J. Organic Letters, 2011 , vol. 13, # 9 p. 2240 - 2243

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Citation Number: 30

Abstract

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 1H 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 ...