The DOI matches its Crossref record; 253 of the 253 references it cites were found in a registry or an index.
Chemistry of meso-Aryl-Substituted Expanded Porphyrins: Aromaticity and Molecular Twist
Abstract
Since the discovery of its facile synthesis in 2001, meso-aryl-substituted expanded porphyrins have been developed as a new class of azaannulenes in light of their facile redox interconversions, conformational flexibilities involving flipping of the constitutional pyrroles, rich metal coordination behaviors, unprecedented chemical reactivities, effective platforms to realize versatile electronic states including Möbius aromatic and antiaromatic species, and abilities to stabilize organic radicals. In this Review, the syntheses, structures, and optical, electronic, and magnetic properties of meso-aryl-substituted expanded porphyrins and their metal complexes have been updated with a particular focus on the relationship between "aromaticity and molecular twist (molecular topology)". While the importance of the interplay of these two characteristics has been long recognized from the theoretical viewpoint, meso-aryl-substituted expanded porphyrins offered solid experimental evidence to provide Möbius aromatic and antiaromatic molecules with distinct diatropic and paratropic ring currents, respectively. This attribute is not shared with β-alkylated expanded porphyrin counterparts, underlining the importance and uniqueness of meso-aryl-substituted expanded porphyrins.
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Experimental and Theoretical Evidence for Aromatic Stabilization Energy in Large Macrocycles
Jirásek, M., Rickhaus, M., Tejerina, L., & Anderson, H. L. (2021) · Journal of the American Chemical Society · doi:10.1021/jacs.0c12845 · Cited by 57
Proton-Coupled Redox Switching in an Annulated π-Extended Core-Modified Octaphyrin
Sarma, T., Kim, G., Sen, S., Cha, W.-Y., Duan, Z., Moore, M. D., Lynch, V. M., Zhang, Z., Kim, D., & Sessler, J. L. (2018) · Journal of the American Chemical Society · doi:10.1021/jacs.8b06938 · Cited by 53
Global Aromaticity and Antiaromaticity in Porphyrin Nanoring Anions
Peeks, M. D., Jirasek, M., Claridge, T. D. W., & Anderson, H. L. (2019) · Angewandte Chemie International Edition · doi:10.1002/anie.201909032 · Cited by 49
Ghosh, A., Mori, S., Ide, Y., Song, J. T., Yamaoka, Y., Ishihara, T., Ikeue, T., Furuta, H., & Ishida, M. (2025) · Angewandte Chemie International Edition · doi:10.1002/anie.202418751 · Cited by 14
Metadata
- Authors
- Tanaka, T., & Osuka, A.
- Venue
- Chemical Reviews
- Publisher
- American Chemical Society (ACS)
- Published
- 2016-08-18
- Volume
- 117
- Issue
- 4
- Pages
- 2584-2640
- ISSN
- 0009-2665 (ISSN-L)
- 1520-6890
- OpenAlex
- W2518057165
- Cited by
- 490
- References
- 253
- FWCI
- 1.37
- Type
- journal article
- Language
- en
- Open access
- closed
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