Coordination Chemistry

Brothers, Penelope J.; Ghosh, Abhik

doi:10.1002/9781119129301.ch4

Cited by 9 publications

(5 citation statements)

References 353 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Metal insertion into isocorroles has been comparatively less explored relative to that for porphyrins , and corroles. − Also, certain isocorroles are more delicate and less able to tolerate some of the harsher metal insertion protocols that are applicable to porphyrins and corroles. , Using 5/10-(2-pyrrolyl)-5,10,15-tris( p -methylphenyl)isocorrole as the model substrate, we describe herein carefully optimized conditions for the insertion of Pd(II), Pt(II), and Mn(II) ions. In each reaction, an unseparated mixture of free-base 5- and 10-(2-pyrrolyl)-5,10,15-tris( p -methylphenyl)isocorrole was used as the substrate, followed by separation of the regioisomeric metal complexes, a protocol that we found simpler than one involving separation of the regioisomeric free bases.…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Transition-Metal Isocorroles as Singlet Oxygen Sensitizers

et al. 2023

Self Cite

View full text Add to dashboard Cite

Building on a highly efficient synthesis of pyrrole-appended isocorroles, we have worked out conditions for manganese, palladium, and platinum insertion into free-base 5/10-(2-pyrrolyl)-5,10,15-tris(4-methylphenyl)isocorrole, H 2 [5/10-(2-py)-TpMePiC]. Platinum insertion proved exceedingly challenging but was finally accomplished with cis-Pt(PhCN) 2 Cl 2 . All the complexes proved weakly phosphorescent in the near-infrared under ambient conditions, with a maximum phosphorescence quantum yield of 0.1% observed for Pd[5-(2-py)TpMePiC]. The emission maximum was found to exhibit a strong metal ion dependence for the 5-regioisomeric complexes but not for the 10-regioisomers. Despite the low phosphorescence quantum yields, all the complexes were found to sensitize singlet oxygen formation with moderate to good efficiency, with singlet oxygen quantum yields ranging over 21−52%. With significant absorption in the near-infrared and good singlet oxygen-sensitizing ability, metalloisocorroles deserve examination as photosensitizers in the photodynamic therapy of cancer and other diseases.

show abstract

Section: Resultsmentioning

confidence: 99%

“…Metal insertion into isocorroles has been comparatively less explored relative to that for porphyrins 18 , 19 and corroles. 20 − 24 Also, certain isocorroles are more delicate and less able to tolerate some of the harsher metal insertion protocols that are applicable to porphyrins and corroles.…”

Section: Resultsmentioning

confidence: 99%

Transition-Metal Isocorroles as Singlet Oxygen Sensitizers

et al. 2023

Self Cite

View full text Add to dashboard Cite

show abstract

“…The π electron system contains 22 electrons, among which 18 are delocalized and follow Hückel’s rule concerning the aromatic character. The presence of nitrogen atoms inside the macrocycle provides ligand properties for these molecules, allowing the possibility of coordinating metal ions [ 21 , 22 ].…”

Section: General Properties Of Porphyrin Macrocyclementioning

confidence: 99%

Porphyrin Macrocycles: General Properties and Theranostic Potential

et al. 2023

View full text Add to dashboard Cite

Despite specialists’ efforts to find the best solutions for cancer diagnosis and therapy, this pathology remains the biggest health threat in the world. Global statistics concerning deaths associated with cancer are alarming; therefore, it is necessary to intensify interdisciplinary research in order to identify efficient strategies for cancer diagnosis and therapy, by using new molecules with optimal therapeutic potential and minimal adverse effects. This review focuses on studies of porphyrin macrocycles with regard to their structural and spectral profiles relevant to their applicability in efficient cancer diagnosis and therapy. Furthermore, we present a critical overview of the main commercial formulations, followed by short descriptions of some strategies approached in the development of third-generation photosensitizers.

show abstract

“…The above-described situation improved dramatically in 1999, with the disclosure of the facile one-pot syntheses of 5,10,15-triarylcorroles from pyrrole and aromatic aldehydes. , This signaled a true renaissance, reflected by (a) the introduction of new and improved synthetic methodologies that nowadays allow access to a large variety of aryl-substituted corroles; − (b) large advances in the coordination chemistry of metals chelated by them; − and (c) the introduction of corroles as key elements for practical purposes. , The first two aspects have been summarized in several recent reviews and will hence be only briefly discussed in this Perspective whose focus is on corrole-based applications. But considering that the latter rely mostly on corrole-chelated metal complexes (metallocorroles), some special features must still be mentioned.…”

Section: Introductionmentioning

confidence: 99%

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

Mahammed

Gross

2023

J. Am. Chem. Soc.

View full text Add to dashboard Cite

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.

show abstract

Coordination Chemistry

Cited by 9 publications

References 353 publications

Transition-Metal Isocorroles as Singlet Oxygen Sensitizers

Transition-Metal Isocorroles as Singlet Oxygen Sensitizers

Porphyrin Macrocycles: General Properties and Theranostic Potential

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

Contact Info

Product

Resources

About