A tris-(manganese(<scp>iii</scp>))corrole–porphyrin–corrole triad: synthesis, characterization and catalytic epoxidation

Rai, Jyotsana; Basumatary, Biju; Bhandary, Subhrajyoti; Murugavel, Muthuchamy; Sankar, Jeyaraman

doi:10.1039/c9dt00965e

Cited by 15 publications

(13 citation statements)

References 79 publications

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“…A tris ‐manganese complex of corrole‐porphyrin‐corrole linkage was prepared and used for catalytic oxidation (Scheme 27). [46] Styrene epoxidation with iodobenzene diacetate was found to be catalytically enhanced with manganese triad complex when compared to the corresponding monomer catalysts. Besides, the united effect of Mn III ‐porphyrin and Mn III ‐corrole enhanced the stability of the triad complex.…”

Section: Mniii‐catalysed Epoxidationmentioning

confidence: 98%

Recent Trends and Prospects in Homogeneous Manganese‐Catalysed Epoxidation

et al. 2021

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Epoxidation of alkenes is a significant reaction in organic chemistry due to its opportunities in producing compounds of biochemical interest. Catalytic epoxidation with first‐row transition elements has gained attention in the latest years wherein manganese based catalysts stand superior by satisfying numerous principles of green chemistry. In this review, we have summarized the recent developments in olefin epoxidation using homogeneous manganese catalysts. Manganese complexes with porphyrin, Schiff base, salen, and other non‐heme ligands made efficient catalytic systems during the last five years. Notably, we witnessed greener approaches in recent reports wherein photo‐catalysis is a promising strategy. We anticipate that the review will benefit the researchers to get a better understanding of the reaction and to choose the best catalysts for their reactions.

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Section: Mniii‐catalysed Epoxidationmentioning

confidence: 98%

Recent Trends and Prospects in Homogeneous Manganese‐Catalysed Epoxidation

et al. 2021

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“…This was shown to be a consequence of a 370 mV shift in redox potentials upon bromination of the β-pyrrole C atoms of the macrocycle. Fully chlorinated and fluorinated corroles were also reported but were not used for O-atom transfer reactions due to the realization that there is no real advantage of using metallocorroles for that purpose. , Other groups did remain active in this field, as may be exemplified by two recent examples (2020): Nayak et al reported an oxo-molybdenum(V) corrole as a catalyst for the epoxidation of olefins by tert -butyl-peroxide with thousands of turnover numbers, and Rai et al found that a covalent triad, composed of two Mn corroles and a central Mn porphyrin, is superior for catalyzing the epoxidation of styrene by iodobenzene diacetate, compared to the respective monomer catalysts …”

Section: Catalysts For Organic Synthesismentioning

confidence: 99%

Milestones and Most Recent Advances in Corrole’s Science and Technology

Mahammed

Gross

2023

J. Am. Chem. Soc.

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The renaissance in corrole chemistry is strongly correlated with synthetic breakthroughs that started in 1999, regarding the one-pot rather than multistep syntheses of this heme-like N4 macrocycle. This largely improved synthetic accessibility allowed for technological advances wherein the corresponding metal complexes have since been introduced as key elements. Great emphasis was devoted to the elucidation of the unique fundamental features that distinguish corrole ligands, among them outstanding electron donation (σ by the N atoms and π by the macrocycle) to transition metals chelated by them. Such investigations remain crucial for enabling the by-demand tuning of metallocorrole properties for distinctly different applications. These range from the catalysis of organic reactions, through bioimaging and disease prevention/treatment strategies, to photo- and electrocatalysis for clean energy. Surveyed are the original reports that impacted these developments, together with some of the most recent advances.

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“…Recently, many corrole conjugates having donor (D) – acceptor (A) units have been reported with a variety of chromophores, possessing various connectivities. For example, corrole‐ BODIPY conjugates, [31–34] PBI‐corrole‐diphenylamine triad, [35] corrole‐fullerene dyad, [36] corrole‐porphyrin conjugates, [37–44] corrole‐anthraquinone dyad, [45] corrole‐ferrocene conjugates, [45,46] and corrole‐fluorene dyad, [47] have been investigated. In most of these examples, the electronic effect of the two chromophores has been probed and their utility for light harvesting applications investigated.…”

Section: Introductionmentioning

confidence: 99%

Pyrene Appended Free‐base, Phosphorus(V) and Gallium(III) Corroles and Their β,β′‐Linked Corrole Dimers: Synthesis, Photophysical and Electrochemical Properties

et al. 2021

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Pyrene appended free‐base, phosphorus(V) and gallium (III) corrole conjugates were synthesized and characterized. Efficient β‐β′ dimerization of corroles was achieved by oxidation with p‐chloranil in moderate yield from their respective metallated corroles. The weak ground state electronic coupling between pyrene and corrole units was established by photophysical and electrochemical investigations. The fluorescence spectral studies showed a red shifted emission maximum for dimer with respect to their monomeric counterpart due to possible π‐conjugation and supported by the density functional theory (DFT). The electrochemical investigation revealed multiple oxidation associated with the corrole and pyrene centers.

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A tris-(manganese(iii))corrole–porphyrin–corrole triad: synthesis, characterization and catalytic epoxidation

Abstract: A homotrimetallic manganese(iii) corrole–porphyrin–corrole triad has been synthesized and structurally characterized.

Cited by 15 publications

References 79 publications

Recent Trends and Prospects in Homogeneous Manganese‐Catalysed Epoxidation

Recent Trends and Prospects in Homogeneous Manganese‐Catalysed Epoxidation

Milestones and Most Recent Advances in Corrole’s Science and Technology

Pyrene Appended Free‐base, Phosphorus(V) and Gallium(III) Corroles and Their β,β′‐Linked Corrole Dimers: Synthesis, Photophysical and Electrochemical Properties

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