Bridging and Conformational Control of Porphyrin Units through Non-Traditional Rigid Scaffolds
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Date
2019-11Author
Grover, Nitika
Locke, Gemma M.
Flanagan, Keith J.
Beh, Michael H. R.
Thompson, Alison
Senge, Mathias O.
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Connecting two porphyrin units in a rigid linear fashion,
without any undesired electron delocalization or communication
between the chromophores, remains a synthetic challenge. Herein, a
broad library of functionally diverse multi-porphyrin arrays that
incorporate the non-traditional rigid linker groups cubane and
bicyclo[1.1.1]pentane (BCP) is described. The reactions demonstrate
wide substrate scope, from utilization of small phenyl to large
porphyrin rings, with varying lengths and different angles. To control
conformational flexibility, amide bonds were introduced between the
bridgehead carbon of BCP/cubane and the porphyrin rings. Through
varying the orientation of the substituents around the amide bond of
cubane/BCP, different intermolecular interactions were identified
Citation
Grover, Nitika; Locke, Gemma M.; Flanagan, Keith J.; Beh, Michael H. R.;Beh, Thompson, Alison; and Senge, Mathias O. (2019). Bridging and Conformational Control of Porphyrin Units through Non-Traditional Rigid Scaffolds. Chemistry: A European Journal, 26,11. https://doi.org/10.1002/chem.201904199