1286170-85-1Relevant articles and documents
1,8-pyrenylene-ethynylene macrocycles
Venkataramana, Gandikota,Dongare, Prateek,Dawe, Louise N.,Thompson, David W.,Zhao, Yuming,Bodwell, Graham J.
, p. 2240 - 2243 (2011)
Chemical equations presented. 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 in the solid state.
Regioselective Synthesis of Unsymmetric Tetra- and Pentasubstituted Pyrenes with a Strategy for Primary C-Alkylation at the 2-Position
Dmytrejchuk, Ana M.,Jackson, Sydney N.,Meudom, Rolande,Gorden, John D.,Merner, Bradley L.
, p. 10660 - 10667 (2018)
The synthesis of 1,2,4,5- and 1,2,9,10-tetrasubstituted and 1,2,4,5,8-pentasubsutituted pyrenes has been achieved by initially functionalizing the K-region of pyrene. Bromination, acylation, and formylation reactions afford high to moderate levels of regioselectivity, which facilitate the controlled introduction of other functional groups about 4,5-dimethoxypyrene. Access to 4,5-dimethoxypyren-1-ol and 9,10-dimethoxypyren-1-ol enabled a rare, C-2 primary alkyl substitution of pyrene.