AI Article Synopsis
- A new fluorine-containing porphycene called beta-tetrakis(trifluoromethyl)porphycene has been discovered, showcasing a unique structure due to four CF(3) substituents.
- This macrocycle exhibits a significant stabilization of the lowest unoccupied molecular orbital (LUMO) energy level by 1.24 V compared to etioporphyrin, indicating its electron-deficient characteristics.
- The study also observed that adding DBU resulted in the deprotonation of the inner NH proton in the porphycene, highlighting its chemical reactivity.
Article Abstract
[structure: see text] A pyrrolic macrocycle, beta-tetrakis(trifluoromethyl)porphycene, is the first example of a fluorine-containing porphycene. Four electron-withdrawing CF(3) substituents provide a highly distorted structure and an attractive electron-deficient nature for the porphycene framework. From the electrochemical study, it is found that the LUMO energy level for the beta-trifluoromethylporphycene is 1.24 V more stabilized compared to that for etioporphyrin. Moreover, the deprotonation of the inner N[bond]H proton in the porphycene was observed upon the addition of DBU.
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| http://dx.doi.org/10.1021/ol0348452 | DOI Listing |
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