Themed collection Porphyrins & Phthalocyanines

Fast noncovalent synthesis of programmable porphyrin arrays is facilitated by suitable templates.

Phthalocyanines as a new class of G-quadruplex-ligands are promising not only for organic electronics but also for biomedical applications.

The correlation between molecular structure and efficiency-determining electron transfer steps is highlighted in a series of porphyrin-sensitised TiO₂ solar cells.

Recent development of confused porphyrinoids led by fusion, expansion and contraction is briefly introduced.

A high photovoltaic efficiency of 7.22% was achieved with a J_sc of 15.30 mA cm^-2, a V_oc of 669 mV and a FF of 0.71 for 2Flu-ZnP-CN-COOH with a multi-functional co-adsorbent, under 100 mW cm^-2 AM 1.5 G simulated light.

The central metals control the improvement of light absorbance, ease of carrier transport, and gain of photocurrent of phthalocyanine COFs.

Cytochrome c heme lyase (CCHL) attaches heme covalently to peptides composed of the N-terminal segment of horse cytochrome c fused to a non-heme protein.

A self-organized dimer by complementary coordination of ethynylene-linked porphyrin tandems displayed strong two-photon absorption with extension of the π-conjugation system by the terminal phenylethynyl groups. Saturation of the two-photon absorption was also observed due to the intense transition.

Scheme showing the supramolecular porphyrin dye anchored on TiO₂ surface stressing the energy transfer and electron injection processes.

Ionic water-soluble tetrabenzoporphyrins were synthesized. UV-Vis absorption spectra displayed red-shifted and broadened Soret bands, and significantly enhanced Q bands.

Trp283 is responsible for oxygen sensing and signal transduction in a chemotaxis signal transducer protein, Aer2.

HutZ from Vibrio cholerae was purified and found as heme oxygenase, which degrades heme to release iron essential for bacterial survival.

Hydrogen bonding among the peripheral carboxyl groups on the saddle-distorted porphyrins strongly linked porphyrin nanochannels to reinforce the supramolecular structures.

Advanced spectroscopic techniques coupled with DFT calculations reveal the vibrational dynamics of the iron in dioxygen complexes with heme proteins.

The longest charge-separated state so far, 72 μs, without the addition of external components, for phthalocyanine–perylenediimide arrays has been described.

Synthesis of new 2-(2,6-diarylpyridin-4-yl)porphyrins, benzoporphyrins and porphyrin–chalcone-type derivatives through a new synthetic methodology catalyzed by La(OTf)₃.

The first high-valent iron oxo complex on the phthalocyanine platform was prepared and characterized by low temperature UV–vis, cryospray MS, EPR, X-ray absorption and X-ray emission methods.

[Ru^IV(por)Cl₂] (por = porphyrin dianion) can efficiently catalyze nitrene insertion into aldehyde C–H bonds with phosphoryl azides as a nitrene source to give N-acylphosphoramidates in good to high yields.

A new type of porphyrin ligand bearing four triazole groups at the ortho-positions of phenyl rings in tetraphenylporphyrin was synthesized for the formation of monoporphyrinate lanthanide complexes without ancillary ligands.

A new class of narrowly dispersed nanosize hexagonal MOF rods from Mn(III)–porphyrin and In(III) was obtained.

We have successfully achieved the synthesis and characterization of 2,3-dihydro-2,3,12,17-tetrapropylporphycene 1 and its Ni^II complex 2.

Two terbium ions in a porphyrin–phthalocyanine mixed triple-decker complex have shown sharply different magnetic behaviours depending on their local symmetry.

Combination of a single flat bis-zincporphyrin metallacycle with different polytopic N-linkers leads, with a limited synthetic effort, to the quantitative formation of neutral supramolecular multiporphyrin cages of distinct shape and size.

5,15-Dialkylated porphyrins were synthesized and characterized. N-Butyl substituted porphyrin leads to the highest thin film crystallinity and best thin film transistor performance with charge carrier mobility up to 3 × 10⁻² cm² V⁻¹ s⁻¹.

Upon interaction with Na⁺ ions in CH₂Cl₂, tetra(4-pyridyl)porphyrin and some of its metallo-derivatives spontaneously form solid deposits on glass, consisting of very regular supramolecular architectures with long-range order and tunable morphologies.

We have succeeded in observing the magneto-chiral dichroism of artificial light-harvesting antenna for the first time.

A zinc porphyrin-based receptor containing four triazole groups at the ortho-position of each phenyl group (1) was utilized as a useful probe for the determination of contaminants in acetonitrile (MeCN). Through the simple observation of the absorption spectrum of 1 in MeCN, the cyanide contamination concentration could be directly determined.

We have demonstrated the unique light harvesting and electron accepting features of dodecafluorosubphthalocyanine covalently linked to extended TTFs.

Nitric oxide coordination assisted oxidative C–H bond activation on the inner methyl group of iron N-confused porphyrin has been achieved.

meso-Anthriporphyrin belongs to the emerging group of aceneporphyrins. A noticeable parallel exists in coordination properties of meso-anthriporphyrin and its lower benzologues, p-benziporphyrin and 1,4-naphthiporphyrin, toward palladium(II).

Enantioselective recognition of amino acids was achieved by using a highly ordered chiral assembly of achiral porphyrin on a chiral molecular gel. Exceptionally high enantioselectivity was observed for histidine derivatives by monitoring the CD patterns and fluorescence quenching, K_SV (L): 26.3 × 10³ M⁻¹; K_SV (D)-enantiomer: 7.03 × 10³ M⁻¹.

Grafting nanocrystals of one ionically self-assembled cooperative binary ionic solid onto a substructure of another provides multifunctional hierarchical nanocomposites.

The activity of singlet oxygen generation photosensitized by an electron donor-connecting water-soluble porphyrin can be controlled through interaction with DNA.

The absorption spectra of several free base triarylcorroles were investigated by MCD spectroscopy.

A porphyrin dimer linked by a flexible tether preferentially binds C₇₀ over C₆₀ in toluene and deposited on glass.

A straightforward procedure based on the formation of intramolecular hydrogen bonds to impart selectivity in the preparation of multi-functionalized porphyrins has been developed.

For the first time, the formation of a 1 : 1 : 1 host–guest–host complex between a cyclodextrin-conjugated subphthalocyanine, a tetrasulfonated porphyrin and a cyclodextrin-conjugated phthalocyanine, which exhibits light-harvesting properties, was shown.

Zinc(II) tetrakis(2-pyridyl)porphyrin, driven by the protonation of the pyridine groups, can provide a characteristic assembly with the alternate inverted form of the pyridine ring at a trans-position on an Au(111) surface.

A bifunctional catalyst showed a high turnover number for the synthesis of cyclic carbonates from CO₂ and epoxides under solvent-free conditions.

Cotunneling and the Kondo effect are observed within a single molecule transistor (SMT) device incorporating cobalt-porphyrins at 4.2 K.

Dipyrihexaphyrin, a porphyrin analogue with a very high reactivity of the meso-like position from sp² to sp³.

The DFT calculations suggest that the systematic expansion of the corrin macrocycle's N₄ core by 0.06–0.10 Å leads to an appreciable lowering of 100–150 mV vs. saturated calomel electrode in the reduction potentials of B₁₂ cofactors. This indicates that the electrochemical behavior of B₁₂ cofactors is tunable in nature which may be relevant to the electron transfer-based activation mechanism for B₁₂-dependent enzymes.

A new series of metal coordination-assisted porphyrin architectures such as nanocubes, nanorods and microrods were successfully synthesized by controlling the synthetic conditions.

Chiral iridium porphyrin [Ir((−)-D₄-Por*)(Me)(EtOH)] exhibits excellent reactivity and stereoselectivity towards carbene insertion to C–H and Si–H bonds, affording corresponding products in high yields and enantioselectivities.

Porphyrin-LEGO® provides a route to a diporphyrin that functions as a ‘programmed’ scaffold for further [4+2]-cycloaddition of six C₆₀-fullerenes.

A gable-type zinc phthalocyanine and a derived planar bis-phthalocyanine containing a shared anthracene unit have been synthesized and their spectroscopic properties examined.

A fluorene-modified zinc porphyrin shows efficient dye-sensitized solar cell performance.

Formation of constitutional isomers of triazolo-fused azaphthalocyanines in relation to the bulkiness of peripheral substitution is described together with a short introduction into their spectral, photophysical and photochemical properties.

A Rh porphyrin on carbon black was shown to catalyze the electro-oxidation of aliphatic and benzyl alcohols at very low overpotentials.

A doubly 2,6-pyridylene-bridged porphyrin–perylene–porphyrin triad was synthesized, which captures a tetrakis(3-pyridyl)porphyrin guest in a 2 : 1 manner.

Excitation energy hopping in self-assembled porphyrin boxes.

Crystal structural analysis of the green pigment of nitrite-cured meat reveals that sterics control the regiospecificity of heme 2-vinyl nitration.

Competitive inhibition of the diprotonated tetraphenylporphyrin oxygen-reduction catalyst by water is reported and linked to the DFT free energy of extraction of oxygen, water, and reactant acid anion from the porphyrin complex.

A β,β-sp³-hybridized subphthalocyanine analogue was synthesized, and its split Q bands in longer and shorter wavelength regions relative to subphthalocyanines were revealed.

Supramolecular and covalent Zn–azulenocyanine–C₆₀ systems, which exhibit a remarkable panchromatic absorption, have been prepared and their photophysical properties studied.

Two new complexes consisting of an achiral bisporphyrin host and a chiral diamine guest are reported. One shows a remarkably high amplitude bisignate CD signal while the other one shows a very low value. The origin of chirality has been rationalized.

Oxoporphyrinogens bind water molecules leading to visible colour changes due to variation in π-electronic structure. One of the OxP derivatives is a colorimetric indicator of trace water in THF.

Tetrapyrazinoporphyrinazine substituted at its periphery with eight antioxidant 3,5-di-t-butyl-4-hydroxyphenyl groups behaves as a fluorescent sensor for fluoride anions.

Reactions of 1,9-dibromodipyrromethene and 1,3-diiminoisoindolines provided dibenzo-5,10,15-triazaporphyrins exhibiting intense Soret and Q bands due to their hybrid properties between porphyrins and phthalocyanines.

Several general HNO binding trends with respect to metal centre characteristics and a common electronic origin were discovered.

Elusive Ni(III)–O(H) species are trapped and shown to be active oxidants in oxygen atom transfer and C–H bond activation reactions.

The formation and solid state characterization of an unprecedented bimetallic lead porphyrin complex are described.

An elegant approach of decorating tetrapyrrole macrocycles having different absorption characteristics, electrostatically stacked onto the SnO₂ surface as wide-band capturing supramolecular solar cells is reported.

Strong excitonic coupling was achieved with the self-assembly of perylene-bridged bis(b-cyclodextrin)s and water-soluble porphyrin through hydrophobic interactions.

Minor products in the reaction between substituted 1,3-diiminoisoindolines and 2,5-diamino-3,4-dicyanothiophene were identified as the nickel seco-tribenzoporphyrazines 4 and 5.

Synthesis, photophysical and photochemical features of novel water soluble galactodendrimeric-porphyrin and -phthalocyanine conjugates, incorporating a carbohydrate shell of eight and sixteen D-galactopyranose units, respectively.

BODIPY showed anomalous S₂ emission from the second excited state (S₂) at shorter wavelength. The photodynamics of the S₂ state was investigated by fluorescence up-conversion and transient absorption spectroscopic measurements.

Cleavage reactions of 2,3-diamino-meso-tetraarylporphyrins and meso-tetraarylporphyrins fused to imidazole rings afforded secochlorins, including stable free base derivatives.

Three different S₁ and T₁ energy donors are linked onto a central zinc(II) porphyrin acceptor and energy transfer rates show cooperativity.

A multimeric chlorin e6 network with cleavable disulfide linkages allowed for improved mitochondria uptake and tumor inhibition.