The Curious Case of a Parasitic Twin of the Corroles

Basumatary, Biju; Reddy, R. V. Ramana; Rahul, *; Sankar, Jeyaraman

doi:10.1002/ange.201801555

Cited by 11 publications

(4 citation statements)

References 60 publications

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“…Expanded porphyrins [ 7 , 22 , 23 , 24 ] have gained remarkable attention due to their interesting and versatile features, such as diverse π-conjugation pathways owing to flexible structures [ 25 ], near- infrared (NIR) absorption/emission [ 26 ], facile interconversion between multiple redox states [ 27 ], and multi-metal coordination cavities for various divalent and trivalent metal ions ( Figure 1 ) [ 22 , 28 ]. Beyond the study of these unique properties and their applications, the interest in expanded porphyrins has been focused on exploring the limits to which the classic Hückel definition of aromaticity may be applied.…”

Section: Introductionmentioning

confidence: 99%

Corroles and Hexaphyrins: Synthesis and Application in Cancer Photodynamic Therapy

2020

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Corroles and hexaphyrins are porphyrinoids with great potential for diverse applications. Like porphyrins, many of their applications are based on their unique capability to interact with light, i.e., based on their photophysical properties. Corroles have intense absorptions in the low-energy region of the uv-vis, while hexaphyrins have the capability to absorb light in the near-infrared (NIR) region, presenting photophysical features which are complementary to those of porphyrins. Despite the increasing interest in corroles and hexaphyrins in recent years, the full potential of both classes of compounds, regarding biological applications, has been hampered by their challenging synthesis. Herein, recent developments in the synthesis of corroles and hexaphyrins are reviewed, highlighting their potential application in photodynamic therapy.

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Section: Introductionmentioning

confidence: 99%

Corroles and Hexaphyrins: Synthesis and Application in Cancer Photodynamic Therapy

2020

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“…Absorption spectra of 27 and 28 are rather similar with as ubtle bathochromic shift observed for 28 as the Soret bands maximaa ppear at l = 433 and l = 439 nm. [17] Much more evident extension of delocalization was achieved by Pawlicki and co-workers for 30-a molecule merging at etraphyrin(1.1.1.1) (porphyrin)a nd triphyrin(2.1.1) motifs. [19] Formation of the final product required an intramolecular McMurry coupling of 29 (Scheme 7).…”

Section: Triphyrin-tetraphyrin Hybridmentioning

confidence: 88%

“…[15] Sankar and co-workers have explored at etraphyrin(1.1.1.0) (corrole)( 24)s keleton toward formation of ah ybrid structure with the merged triphyrin(3.1.1) (Scheme 6). [17] The finally obtained structure 27 can be treated as am olecule that merges tetraphyrin(1.1.1.0) and triphyrin(3.1.1) with both macrocycles sharing one carbon edge. Skeleton 27 shows ap otentialo fb ehavinga sa ne quilibrium between local 18p…”

Section: Triphyrin-tetraphyrin Hybridmentioning

confidence: 99%

Multi‐Cation Coordination in Porphyrinoids

Stawski

Kijewska

Pawlicki

2019

Chemistry An Asian Journal

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Porphyrinoidm acrocyclesa re unbreakablyl inked with the coordination of central cations that drastically influence the observed behavior.Aspecific place has been recorded for structures where more than one cation is entrapped in as ingle macrocycle.I th as been ac haracteristic feature of expanded porphyrinoids where the increased coordination space allows am ultiple coordination. Because of spe-cific steric confinements, an incorporation of more than one cation within regular or contracted porphyrinoids is more demanding but it can be realizedo ns everal ways significantly modifying the observed behavior.W ew ill discusss ynthetic strategies leadingtos tructures with increased number of cations and the influence on the observedb ehavior of such modification.

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“…Corroles are a pivotal class of trianionic ligands that generate stable metallocorroles with a range of metal ions in formally high oxidation states. − Metallocorroles are diverse in terms of structural and redox properties and exhibit enhanced chemical as well as thermal stability along with strong absorption in the visible spectral range. − Metallocorroles are very useful in dye-sensitized solar cells, , catalysis, PDT, , chemical sensors, , and nonlinear optics , because of their customizable excitation and emission spectral features. − …”

Section: Introductionmentioning

confidence: 99%

Oxido-Molybdenum(V) Corroles as Robust Catalysts for Oxidative Bromination and Selective Epoxidation Reactions in Aqueous Media under Mild Conditions

et al. 2023

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Two new meso-substituted oxido-molybdenum corroles were synthesized and characterized by various spectroscopic techniques. In the thermogram, MoO[TTC] (1) exhibited excellent thermal stability up to 491 °C while MoO[TNPC] (2) exhibited good stability up to 318 °C. The oxidation states of the molybdenum(V) were verified by electron paramagnetic resonance (EPR) spectroscopy and exhibited an axial compression with d xy 1 configuration. Oxido-molybdenum(V) complexes were utilized for the selective epoxidation of various olefins with high TOF values (2066−3287 h −1 ) in good yields in a CH 3 CN/H 2 O (3:2, v/v) mixture in the presence of hydrogen peroxide as a green oxidant and NaHCO 3 as a promoter. The oxidative bromination catalytic activity of oxido-molybdenum(V) complexes in an aqueous medium has been reported for the first time. Surprisingly, MoO[TNPC] (2) biomimics of the vanadium bromoperoxidase (VBPO) enzyme activity exhibited remarkably high TOF values (36 988−61 646 h −1 ) for the selective oxidative bromination of pcresol and other phenol derivatives. Catalyst MoO[TNPC] (2) exhibited higher TOF values and better catalytic activity than catalyst MoO[TTC] (1) due to the presence of electron-withdrawing nitro groups evident from cyclic voltammetric studies.

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The Curious Case of a Parasitic Twin of the Corroles

Cited by 11 publications

References 60 publications

Corroles and Hexaphyrins: Synthesis and Application in Cancer Photodynamic Therapy

Corroles and Hexaphyrins: Synthesis and Application in Cancer Photodynamic Therapy

Multi‐Cation Coordination in Porphyrinoids

Oxido-Molybdenum(V) Corroles as Robust Catalysts for Oxidative Bromination and Selective Epoxidation Reactions in Aqueous Media under Mild Conditions

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