Metal complexes of diaryltetrabenzodiazaporphyrins

Abstract

The metal complexes of a pivotal representative of the socalled porphyrin-phthalocyanine hybrid series -5,15-diaryl-10,20-diazatetrabenzoporphyrin (Ar 2 TBDAP), -recently made available by a new selective and versatile procedure, with Zn, Ni, Cu, and Pd were synthesized and characterized by single crystal X-ray analysis, UV-vis/NIR absorption and emission spectroscopy, nanosecond and microsecond time-resolved (NSTA and TCSPC) experiments and by means of cyclic voltammetry. The complexes obtained are compared with the related tetra-benzo-annelated tetrapyrrolic systems, including tetrabenzoporphyrin, phthalocyanine, and other hybrids, using both experimental data and the results of quantum chemical DFT and TD-DFT computations. The Ar 2 TBDAP system reported shares sharp hyperchromic long-wavelength absorption of phthalocyanines with the essential features of extended porphyrins including the possibilities of effective chemical modification through meso-aryl substituents.

Supramolecular Self-Assembly of Porphyrin and Metallosurfactant as a Drug Nanocontainer Design

“…However, cisplatin molecules are able to destroy these aggregates by interacting with the TSPP porphyrin ring probably being located between two porphyrin planes of mixed aggregates. This statement is supported by the literature data, according to which metalation of free ligands is accompanied by the hyperchromic effect of the Soret band [77][78][79] and a more significant decrease in the intensity of free TSPP emission with a two-fold excess of the TSPP than with other ratios of TSPP:cisplatin (Figure S6a). It should be noted that the intensity of Soret band of pure TSPP the absence of LaSurf undergoes a less significant hyperchromic effect compared to binary TSPP-LaSurf system (Figure S7), and the lack of interaction between single TSPP and cisplatin is also confirmed by NMR spectroscopy (data not shown).…”

Effect of Surface Treatment on Performance and Internal Stacking Mode of Electrohydrodynamic Printed Graphene and Its Microsupercapacitor

“…The edges of graphene are usually composed of C–H bonds. The F atom with high electronegativity easily attracts the H atom on the C–H bond to form a weak hydrogen bond. , F atom strongly binds to the extranuclear electrons and the bonding electron cloud, and its polarizability is low. Therefore, the van der Waals force ( F VDW ) between the C atom in graphene and the CF X film is weak.…”

Recent advances in the synthesis of diazaporphyrins and their chalcogen derivatives

“…To circumvent this difficulty, Cheprakov et al applied the [2 + 2]-type aza-annulation reaction of 5-aryl-1,9-bis(azidocarbonyl)dipyrrins to the selective synthesis of 10,20-diaryl-TBDAP free bases 2H 2 , in which the azidocarbonyl groups of the dipyrrin precursors were initially transformed to amino groups via Curtius rearrangement (Scheme 2). 12…”

“…Cheprakov et al prepared metal complexes of TBDAPs 2M (M = Ni, Pd, Pt, Cu, Zn) from 2H 2 (Scheme 15) and investigated their structures and optical properties in detail. 12…”