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- W2085817326 abstract "The macrocyclization of the tetra-hydroxyphenoxy-substituted perylene bisimide 4 bearing two (R)-configured 2-octyl substituents in the imide positions by etherification with diethylene glycol ditosylate afforded both the diagonally bridged (1,7- and 6,12-linkage) and laterally bridged (1,12- and 6,7-linkage) regioisomers 6 and 7. The atropo-diastereomers of the diagonally bridged macrocycle 6 were separated by semipreparative HPLC on a chiral column, and their absolute configurations were determined by circular dichroism (CD) spectroscopy in combination with quantum chemical CD calculations. The isolated epimers (P,R,R)-6 and (M,R,R)-6 represent the first examples of diasteriomerically pure perylene bisimide atropisomers. The optical and chiroptical properties of these epimers were investigated by UV/vis, fluorescence, and CD spectroscopy, and their conformational properties have been explored by temperature-dependent 1H NMR studies." @default.
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- W2085817326 date "2007-03-28" @default.
- W2085817326 modified "2023-09-30" @default.
- W2085817326 title "Perylene Bisimide Atropisomers: Synthesis, Resolution, and Stereochemical Assignment" @default.
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- W2085817326 doi "https://doi.org/10.1021/jo070056c" @default.
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