A5030866316- Porphyrin and Phthalocyanine Chemistry
- Luminescence and Fluorescent Materials
- Photodynamic Therapy Research Studies
- Magnetism in coordination complexes
- Photochemistry and Electron Transfer Studies
- Metal-Catalyzed Oxygenation Mechanisms
- Organic Chemistry Cycloaddition Reactions
- Photochromic and Fluorescence Chemistry
- Crystallization and Solubility Studies
- Nanoplatforms for cancer theranostics
- X-ray Diffraction in Crystallography
- Surface Chemistry and Catalysis
- Oxidative Organic Chemistry Reactions
- Fullerene Chemistry and Applications
- Synthetic Organic Chemistry Methods
- Molecular Sensors and Ion Detection
- Porphyrin Metabolism and Disorders
- TiO2 Photocatalysis and Solar Cells
- Molecular Junctions and Nanostructures
- Bioactive Compounds and Antitumor Agents
- Photosynthetic Processes and Mechanisms
- Perovskite Materials and Applications
- Synthesis and Characterization of Heterocyclic Compounds
- Crystallography and molecular interactions
- Metal complexes synthesis and properties
Universidad Autónoma de Madrid
2014-2024
Instituto de Investigaciones Químicas
2017-2021
Institute for Advanced Medical Research
2017-2019
Friedrich-Alexander-Universität Erlangen-Nürnberg
2006-2015
The University of Texas at Austin
2012-2014
Kyoto University
2013
Madrid Institute for Advanced Studies
2010-2012
Instituto de Ciencia de Materiales de Madrid
2010
Clemson University
2009
Osaka University
2007
This paper examines the preparation of tailor-made azaporphyrins and analogues exhibiting their Q-bands in several particular predetermined regions electromagnetic spectrum. The applications phthalocyanines, possibility preparing novel related porphyrinoids with different colour properties and, consequently, new emerging applications, are discussed.
A novel supramolecular electron donor−acceptor hybrid (1) has been designed through axial coordination of a perylenebisimide moiety [BPyPDI], bearing two 4-pyridyl substituents at the imido positions, to ruthenium(II) metal centers phthalocyanines [Ru(CO)Pc]. This modular protocol enables access hybrids with potentially great design flexibility. The new array characterized by standard spectroscopic methods, and its photophysical behavior established using ultrafast fast time-resolved...
A conjugated donor-acceptor array composed of two phthalocyanines connected to the bay region a perylenediimide is assembled by using palladium chemistry. Excitation phthalocyanine produces nanosecond lived charge-separated state.
The main synthetic approaches for the preparation of porphyrazines are outlined. In addition, some structural and spectroscopic properties, especially UV-vis absorption profiles emanating from their peripheral functionalization, modification tetraazaporphyrin skeleton or arrangement macrocycles in a supramolecular manner, discussed. Cyclotetramerization appropriate dinitrile derivatives substituents on constitute routes. Moreover, use special templates, as well different intermediates...
The convergent synthesis, electrochemical characterization, and photophysical studies of phthalocyanine-fullerene hybrids 3-5 bearing an orthogonal geometry (Chart ) are reported. These donor-acceptor arrays have been assembled through metal coordination linear fullerene mono- bispyridyl ligands to ruthenium(II) phthalocyanines. hybrid [Ru(CO)(C(60)Py)Pc] (3) the triad [Ru(2)(CO)(2)(C(60)Py(2))Pc(2)] (5) were prepared by treatment phthalocyanine 6 with hexakis-substituted C(60)-pyridyl 1 2,...
A new and general synthetic method for the preparation of fluoro-substituted subazaporphyrins is reported that involves treatment corresponding chloro- or aryloxy-substituted (SubAPs) with BF(3).OEt(2). The strategy has been applied to both subphthalocyanines (SubPcs) subporphyrazines (SubPzs). yields were high latter, although low obtained benzo derivatives. In contrast chloro derivatives, fluorosubazaporphyrins are quite robust towards hydrolysis. All compounds characterized by several...
The electronic features of Zn(II) and Ru(II) phthalocyanines (Pcs) have been modulated by direct peripheral attachment up to eight ferrocenes. presence ferrocenes noticeably impacts the properties corresponding ZnPc RuPc complexes 7, 12 9, 15, respectively—a notion that is supported optical spectroscopy with bathochromic shifts 8–10 nm per ferrocene unit. Cyclic voltammetry reveal long-distance (10–11 bonds) interaction between units. integrated into a series orthogonal, supramolecular...
A subporphyrazine (SubPz)–dithienylethene (DTE) photochromic device with 1o and 1c states, was developed characterized. In this device, the DTE unit can reversibly switch SubPz absorbance from green to near-infrared [λmax (o/c) = 527 nm/740 nm], as well fluorescence singlet oxygen quantum yields. The core of design involves using a highly tunable chromophore that shares its quasi-isolated ethene moiety photoswitch.
Abstract Novel subphthalocyanine analogues that display strong absorption in the green region have been synthesized by using a boron template cyclotrimerization of maleonitrile derivatives. The spectroscopic properties these macrocycles indicate that, like subphthalocyanines, they 14 π electrons and are aromatic compounds with conical shape. removal three fused benzene rings from skeleton produces 75–80 nm blue shift Q‐band slight lowering coefficients for this band. In addition, reduction...
Three ruthenium(<sc>ii</sc>) phthalocyanines functionalized at their axial positions with 4–12 PEG chains bearing hydroxy, amino and ether terminal groups were synthesized studied as PDT agents against bladder cancer cells.
A supramolecular Pc–C60 dyad with pseudorotaxane-like geometry has been assembled in solution by the threading of a dibenzylammonium unit attached to fullerene through crown ether an unsymmetrically substituted phthalocyanine, which contains DB24C8 moiety. Spectroscopic data as well electrochemical studies suggest conformation for complex two bulky subunits are far apart from each other, thus preventing electronic interactions between both electroactive subunits.
Facing facts: Coordination of Cp*Ru (Cp*=C(5)Me(5)) to the concave and convex π surfaces subphthalocyanines constitutes a new approach functionalization subazaporphyrins. While face shows higher reactivity, coordination side produces stronger diatropic influence on Cp* ligand greater perturbation macrocyclic π-electronic features.
Thirty π-electron-expanded hemiporphyrazines 1a-c have been prepared by crossover condensation reaction of 2,5-diamino-1,3,4-thiadiazole and the corresponding phthalonitrile (3) or diiminoisoindoline (4) derivatives. The expanded azaporphyrin hexamers unequivocally characterized means spectroscopic, crystallographic, electrochemical techniques. Weak intramolecular hydrogen bonding imposes a planar conformation to macrocycles. However, overall electronic delocalization is low, nature...
Metal coordination was probed as a versatile approach for designing novel electron donor/acceptor hybrid [PDIpy(4){Ru(CO)Pc}(4)] (1), in which four pyridines placed at the bay region of perylenediimides (PDIpy(4)) coordinate with ruthenium phthalocyanine units [Ru(CO)Pc]. This structural motif expected to promote strong electronic coupling between donors and acceptor, hypothesis that confirmed full-fledged physicochemical investigation focusing on ground excited state reactivities. As far is...
The synthesis of ruthenium(II) phthalocyanines (RuPcs) endowed with one carbohydrate unit-that is, glucose, galactose and mannose-and a dimethylsulfoxide (DMSO) ligand at the two axial coordination sites, respectively, is described. Two series compounds, unsubstituted periphery, other bearing eight PEG chains isoindole meta-positions, have been prepared. presence DMSO unit significantly increases phthalocyanine singlet oxygen quantum yields, related to comparable RuPcs. compounds evaluated...
The one-electron oxidation of a Ru(II) phthalocyanine induces dramatic colour change and provides useful tool for the selective highly sensitive colorimetric detection copper(II) ions in neat aqueous solutions.
Abstract Peripherally hexaarylated subporphyrazines (SubPzs) have been prepared through a Pd‐catalyzed, CuTC‐mediated coupling of hexaethylsulfanylated subporphyrazine with arylboronic acids. The introduced aryl substituents strongly influence the electronic properties effective conjugative interaction. Aryl rings endowed π‐electron‐donating groups at para positions produce remarkable perturbation electron density SubPz macrocycle. This is reflected significant redshifts CT and Q‐bands,...
Heteroannulenes 1 and 3 containing three subunits of isoindole or pyrrole, respectively, 1,3,4-thiadiazole moieties, six aza-bridges have been synthesized by reaction the corresponding diiminoisoindoline diiminopyrroline with 2,5-diamino-1,3,4-thiadiazole. These conjugated nonaromatic 30 π-electron macrocycles coordinate metal ions within their central cavity constitute one rare examples expanded heteroazaporphyrinoids.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTStepwise Synthesis of Soluble Substituted TriazolephthalocyaninesBeatriz Cabezon, Salome Rodriguez-Morgade, and Tomas TorresCite this: J. Org. Chem. 1995, 60, 6, 1872–1874Publication Date (Print):March 1, 1995Publication History Published online1 May 2002Published inissue 1 March 1995https://doi.org/10.1021/jo00111a055RIGHTS & PERMISSIONSArticle Views174Altmetric-Citations41LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum full...
The synthesis and supramolecular organization of a phthalocyanine 3 functionalized with melamine moiety is described. self-assembles in solution to form dimeric species – driven by double hydrogen-bonding between the aromatic amine functionality that directly attached ring pyridinic nitrogens. In presence perylenediimide 2, endowed complementary tritopic functionality, electron donor–acceptor assembly Pc–PDI (3)222222·2 spontaneously formed. consists two phthalocyanines type connected via...