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Benziporphyrins: Exploring Arene Chemistry in a Macrocyclic Environment
Abstract
Benziporphyrins are synthetic porphyrin analogues, in which one of the pyrroles is replaced with a benzenoid ring. The arene can be incorporated into the macrocycle in several ways leading to molecules with distinct physical and chemical properties. By appropriately changing the structure of benziporphyrins, it is possible to affect their aromaticity, tautomeric equilibria, and reactivity. Benziporphyrins are versatile ligands, which offer a means to study the metal-arene couple in a macrocyclic environment. The coordination brings the metal ion into the vicinity of the arene fragment leading to activation of C-H bonds or weak interactions, which can be observed spectroscopically.
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Citations
Cited by
Chemistry of meso-Aryl-Substituted Expanded Porphyrins: Aromaticity and Molecular Twist
Tanaka, T., & Osuka, A. (2017) · Chemical Reviews · doi:10.1021/acs.chemrev.6b00371 · Cited by 490
Figure Eights, Möbius Bands, and More: Conformation and Aromaticity of Porphyrinoids
Stępień, M., Sprutta, N., & Latos‐Grażyński, L. (2011) · Angewandte Chemie International Edition · doi:10.1002/anie.201003353 · Cited by 481
Self-citationExpanded Porphyrin with a Split Personality: A Hückel–Möbius Aromaticity Switch
Stępień, M., Latos‐Grażyński, L., Sprutta, N., Chwalisz, P., & Szterenberg, L. (2007) · Angewandte Chemie International Edition · doi:10.1002/anie.200700555 · Cited by 351
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Metadata
- Authors
- Stȩpień, M., & Latos-Grażyński, L.
- Venue
- Accounts of Chemical Research
- Publisher
- American Chemical Society (ACS)
- Published
- 2004-12-17
- Volume
- 38
- Issue
- 2
- Pages
- 88-98
- ISSN
- 0001-4842 (ISSN-L)
- 1520-4898
- OpenAlex
- W2153968545
- Cited by
- 201
- References
- 0
- FWCI
- 8.75
- Type
- journal article
- Language
- en
- Open access
- closed
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