Magnetic Diversity in Heteroisocorroles: Aromatic Pathways in 10-Heteroatom-Substituted Isocorroles
A recent study on magnetically induced currents in 10-isocorrole derivatives indicated that both the free-base and metal-complexed forms of the unsubstituted macrocycle are homoaromatic. Furthermore, depending on the substituents at the 10-position, the aromatic character was found to swing between substantially homoaromatic to substantially antihomoaromatic. Heteroisocorroles, in which the saturated 10-position has been replaced by a heteroatom-containing group X, are predicted to exhibit even more dramatic variations in aromatic character, ranging from strongly aromatic (X = O, NH, PH, and S) to strongly antiaromatic (X = BH and CO). Interestingly, the experimentally studied X = SiMe2 case does not appear to sustain a significant global ring current.
With permission from Foroutan-Nejad, C. & Ghosh, A. (2018). Magnetic Diversity in Heteroisocorroles: Aromatic Pathways in 10-Heteroatom-Substituted Isocorroles. ACS Omega, 3(11), 15865-15869. Copyright 2018 American Chemical Society. Source at https://doi.org/10.1021/acsomega.8b02626.