MDPI - Publisher of Open Access Journals

10 pages, 1642 KiB

Open AccessCommunication

1,1′-Bis(diphenylphosphino)ferrocene Platinum(II) Complexes as a Route to Functionalized Multiporphyrin Systems

by Maria Rosaria Plutino, Andrea Romeo, Maria Angela Castriciano and Luigi Monsù Scolaro

Nanomaterials 2021, 11(1), 178; https://doi.org/10.3390/nano11010178 - 13 Jan 2021

Cited by 4 | Viewed by 2611

In this study, the cationic complex [PtMe(Me₂SO)(dppf)]CF₃SO₃ (PtFc) (dppf = 1,1′-bis(diphenylphosphino)ferrocene) was exploited as a precursor to functionalize the multi-chromophoric system hexakis(pyridyl-porphyrinato)benzene (1). The final adduct [PtFc]₁₈-1, containing eighteen platinum(II) organometallic [PtMe(dppf)] fragments, was prepared and characterized through UV/Vis absorption, ³¹P{¹H}-NMR spectroscopy, and fluorescence emission. UV/vis and fluorescence titrations confirmed the coordination between the platinum(II) center and all the pyridyl moieties of the peripheral substituent groups of the porphyrin. The drop casting of diluted dichloromethane solution of [PtFc]₁₈-1 onto a glass surface afford micrometer-sized emissive porphyrin rings. Full article

► Show Figures

Figure 1

17 pages, 3153 KiB

Open AccessArticle

A Convenient Synthesis of Pentaporphyrins and Supramolecular Complexes with a Fulleropyrrolidine

by Joana I. T. Costa, Andreia S. F. Farinha, Filipe A. Almeida Paz and Augusto C. Tomé

Molecules 2019, 24(17), 3177; https://doi.org/10.3390/molecules24173177 - 1 Sep 2019

Cited by 4 | Viewed by 3737

Abstract

A simple and straightforward synthesis of diporphyrins and pentaporphyrins is reported here. The supramolecular interactions of the new porphyrin derivatives with C₆₀ and PyC₆₀ (a pyridyl [60]fulleropyrrolidine) were evaluated by absorption and fluorescence titrations in toluene. While no measurable modifications of the absorption and fluorescence spectra were observed upon addition of C₆₀ to the porphyrin derivatives, the addition of PyC₆₀ to the corresponding mono-Zn(II) porphyrins resulted in the formation of Zn(porphyrin)–PyC₆₀ coordination complexes and the binding constants were calculated. Results show that the four free-base porphyrin units in pentaporphyrin 6 have a significant contribution in the stabilization of the 6–PyC₆₀ complex. The crystal and molecular features of the pentaporphyrin Zn5 were unveiled using single-crystal X-ray diffraction studies. Full article

(This article belongs to the Special Issue Tetrapyrrolic Macrocycles: Synthesis, Functionalization and Applications 2018)

► Show Figures

Graphical abstract

22 pages, 6145 KiB

Open AccessReview

Structural Aspects of Porphyrins for Functional Materials Applications

by Lawrence P. Cook, Greg Brewer and Winnie Wong-Ng

Crystals 2017, 7(7), 223; https://doi.org/10.3390/cryst7070223 - 15 Jul 2017

Cited by 82 | Viewed by 12938

Abstract

Porphyrinic compounds comprise a diverse group of materials which have in common the presence of one or more cyclic tetrapyrroles known as porphyrins in their molecular structures. The resulting aromaticity gives rise to the semiconducting properties that make these compounds of interest for a broad range of applications, including artificial photosynthesis, catalysis, molecular electronics, sensors, non-linear optics, and solar cells. In this brief review, the crystallographic attributes of porphyrins are emphasized. Examples are given showing how the structural orientations of the porphyrin macrocycle, and the inter-porphyrin covalent bonding present in multiporphyrins influence the semiconducting properties. Beginning with porphine, the simplest porphyrin, we discuss how the more complex structures that have been reported are described by adding peripheral substituents and internal metalation to the macrocycles. We illustrate how the conjugation of the π-bonding, and the presence of electron donor/acceptor pairs, which are the basis for the semiconducting properties, are affected by the crystallographic topology. Full article

(This article belongs to the Special Issue Crystallography of Functional Materials)

► Show Figures

Figure 1

14 pages, 2151 KiB

Open AccessArticle

Efficiency of Dinucleosides as the Backbone to Pre-Organize Multi-Porphyrins and Enhance Their Stability as Sandwich Type Complexes with DABCO

by Sonja Merkaš, Souhaila Bouatra, Régis Rein, Ivo Piantanida, Mladen Zinic and Nathalie Solladié

Molecules 2017, 22(7), 1112; https://doi.org/10.3390/molecules22071112 - 6 Jul 2017

Cited by 4 | Viewed by 5112

Abstract

Flexible linkers such as uridine or 2′-deoxyuridine pre-organize bis-porphyrins in a face-to-face conformation, thus forming stable sandwich complexes with a bidentate base such as 1,4-diazabicyclo[2.2.2]octane (DABCO). Increased stability can be even greater when a dinucleotide linker is used. Such pre-organization increases the association constant by one to two orders of magnitude when compared to the association constant of DABCO with a reference porphyrin. Comparison with rigid tweezers shows a better efficiency of nucleosidic dimers. Thus, the choice of rigid spacers is not the only way to pre-organize bis-porphyrins, and well-chosen nucleosidic linkers offer an interesting option for the synthesis of such devices. Full article

(This article belongs to the Special Issue Porphyrins and Phthalocyanines: Synthesis, Properties and Applications)

► Show Figures

Figure 1

Search Results (4)

Further Information

Guidelines

MDPI Initiatives

Follow MDPI

Saved Queries

Search Filter Reset All

Years

Feature Papers

Subjects

Journals

Article Types

Countries / Regions

Search Results (4)

Further Information

Guidelines

MDPI Initiatives

Follow MDPI