Porphyrazine
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Porphyrazine
Porphyrazines, or tetraazaporphyrins, are tetrapyrrole macrocycles similar to porphyrins and phthalocyanines. Pioneered by Sir R. Patrick Linstead as an extension of his work on phthalocyanines, porphyrazines differ from porphyrins in that they contain -meso nitrogen atoms, rather than carbon atoms, and differ from phthalocyanines in that their β-pyrrole positions are open for substitution. These differences confer physical properties that are distinct from both porphyrins and phthalocyanines. Synthesis Porphyrazines are prepared by magnesium templated cyclization of maleonitriles. Cross-cyclization with phthalonitrile or diiminoisoindole derivatives is possible introducing a flexibile synthetic route that has led to the synthesis of porphyrazines with peripheral heterocyclic rings, heteroatom substituents (S, O, N), peripherally bound metal atoms, and mixed -benzo porphyrazine systems.Miwa, H., Ishii, K., Kobayashi, N., Electronic Structures of Zinc and Palladium Tetraazaporphyr ...
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Phthalocyanine
Phthalocyanine () is a large, aromatic, macrocyclic, organic compound with the formula and is of theoretical or specialized interest in chemical dyes and photoelectricity. It is composed of four isoindole units linked by a ring of nitrogen atoms. = has a two-dimensional geometry and a ring system consisting of 18  π-electrons. The extensive delocalization of the π-electrons affords the molecule useful properties, lending itself to applications in dyes and pigments. Metal complexes derived from , the conjugate base of , are valuable in catalysis, organic solar cells, and photodynamic therapy. Properties Phthalocyanine and derived metal complexes (MPc) tend to aggregate and, thus, have low solubility in common solvents. Benzene at 40 °C dissolves less than a milligram of or CuPc per litre. and CuPc dissolve easily in sulfuric acid due to the protonation of the nitrogen atoms bridging the pyrrole rings. Many phthalocyanine compounds are, thermally, very stabl ...
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Tetrapyrrole
Tetrapyrroles are a class of chemical compounds that contain four pyrrole or pyrrole-like rings. The pyrrole/pyrrole derivatives are linked by ( =- or -- units), in either a linear or a cyclic fashion. Pyrroles are a five-atom ring with four carbon atoms and one nitrogen atom. Tetrapyrroles are common cofactors in biochemistry and their biosynthesis and degradation feature prominently in the chemistry of life. Some tetrapyrroles form the active core of compounds with crucial biochemical roles in living systems, such as hemoglobin and chlorophyll. In these two molecules, in particular, the pyrrole macrocycle ring frames a metal atom, that forms a coordination compound with the pyrroles and plays a central role in the biochemical function of those molecules. Structure Linear tetrapyrroles (called bilanes) include: *Heme breakdown products (e.g., bilirubin, biliverdin) * Phycobilins (found in cyanobacteria) *Luciferins as found in dinoflagellates and euphausiid shrimps (krill) F ...
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Porphyrins
Porphyrins ( ) are a group of heterocyclic macrocycle organic compounds, composed of four modified pyrrole subunits interconnected at their α carbon atoms via methine bridges (=CH−). The parent of porphyrin is porphine, a rare chemical compound of exclusively theoretical interest. Substituted porphines are called porphyrins. With a total of 26 π-electrons, of which 18 π-electrons form a planar, continuous cycle, the porphyrin ring structure is often described as aromatic. One result of the large conjugated system is that porphyrins typically absorb strongly in the visible region of the electromagnetic spectrum, i.e. they are deeply colored. The name "porphyrin" derives from the Greek word πορφύρα (''porphyra''), meaning ''purple''. Complexes of porphyrins Concomitant with the displacement of two N-''H'' protons, porphyrins bind metal ions in the N4 "pocket". The metal ion usually has a charge of 2+ or 3+. A schematic equation for these syntheses is shown: :H2porphyr ...
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Patrick Linstead
Sir (Reginald) Patrick Linstead CBE, DSc, HonDSc, DIC, HonFCGI, HonMIMM, FRS (28 August 1902, in London – 22 September 1966, in London) was an English chemist. Biography Patrick Linstead was born on 28 August 1902 in Southgate, London, the second son of Edward Flatman Linstead, advertising manager for Burroughs Wellcome, and Florence Evelyn, née Hester. After primary education in Southgate, Linstead attended the City of London School from the age of 11 to 17, where the science master, George H J Adlam, was a considerable influence. He joined Imperial College in 1920 and graduated three years later with first class honours, before continuing to a PhD in Sir Jocelyn Thorpe’s group. In 1929 Linstead was appointed as a demonstrator at Imperial, and later lecturer. In the following ten years he was awarded a DSc and three medals, and also married Aileen E E R Abbott. In 1938 he was appointed Professor Chemistry at the University of Sheffield, but the following year his wife died ...
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Phthalonitrile
Phthalonitrile is an organic compound with the formula C6H4(CN)2, which is an off-white crystal solid at room temperature. It is a derivative of benzene, containing two adjacent nitrile groups. The compound has low solubility in water but is soluble in common organic solvents. The compound is used as a precursor to phthalocyanine and other pigments, fluorescent brighteners, and photographic sensitizers. Synthesis Phthalonitrile is produced industrially in a single-stage continuous process, by the ammoxidation of ''o''-xylene at 480 °C. The reaction is catalyzed by vanadium oxide-antimony-oxide in a fluidized bed reactor.Lorz, Peter M. "Phthalic Acid and Derivatives" in Ulmanns Encyclopedia of Industrial Chemistry. Wiley-VCH: Weinheim, 2002. . : Phthalonitrile was first described in 1896 by Johannes Pinnow. It was noted as a byproduct of the synthesis of ortho-dicyanodiazoamidobenzene via the reaction of ortho-amidobenzonitrile hydrochloride, sodium nitrite, and hydroc ...
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Heterocyclic
A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). Heterocyclic chemistry is the branch of organic chemistry dealing with the synthesis, properties, and applications of these heterocycles. Examples of heterocyclic compounds include all of the nucleic acids, the majority of drugs, most biomass (cellulose and related materials), and many natural and synthetic dyes. More than half of known compounds are heterocycles. 59% of US FDA-approved drugs contain nitrogen heterocycles. Classification The study of heterocyclic chemistry focuses especially on unsaturated derivatives, and the preponderance of work and applications involves unstrained 5- and 6-membered rings. Included are pyridine, thiophene, pyrrole, and furan. Another large class of heterocycles refers to those fused to benzene rings. For example, the fused benzene derivatives of pyridine, thiophene, pyrrole, and furan are quinol ...
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Heteroatom
In chemistry, a heteroatom () is, strictly, any atom that is not carbon or hydrogen. Organic chemistry In practice, the term is usually used more specifically to indicate that non-carbon atoms have replaced carbon in the backbone of the molecular structure. Typical heteroatoms are nitrogen (N), oxygen (O), sulfur (S), phosphorus (P), chlorine (Cl), bromine (Br), and iodine (I), as well as the metals lithium (Li) and magnesium (Mg). Proteins It can also be used with highly specific meanings in specialised contexts. In the description of protein structure, in particular in the Protein Data Bank file format, a heteroatom record (HETATM) describes an atom as belonging to a small molecule cofactor rather than being part of a biopolymer chain. Zeolites In the context of zeolites, the term ''heteroatom'' refers to partial isomorphous substitution of the typical framework atoms (silicon, aluminium, and phosphorus) by other elements such as beryllium, vanadium, and chromium. The goal is ...
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Visible Spectrum
The visible spectrum is the portion of the electromagnetic spectrum that is visual perception, visible to the human eye. Electromagnetic radiation in this range of wavelengths is called ''visible light'' or simply light. A typical human eye will respond to wavelengths from about 380 to about 750 nanometers. In terms of frequency, this corresponds to a band in the vicinity of 400–790 Terahertz (unit), terahertz. These boundaries are not sharply defined and may vary per individual. Under optimal conditions these limits of human perception can extend to 310 nm (ultraviolet) and 1100 nm (near infrared). The optical spectrum is sometimes considered to be the same as the visible spectrum, but some authors define the term more broadly, to include the ultraviolet and infrared parts of the electromagnetic spectrum as well. The spectrum does not contain all the colors that the human visual system can distinguish. ''Excitation purity, Unsaturated colors'' such as pink, or ...
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Near Infrared
Infrared (IR), sometimes called infrared light, is electromagnetic radiation (EMR) with wavelengths longer than those of visible light. It is therefore invisible to the human eye. IR is generally understood to encompass wavelengths from around 1 millimeter (300 GHz) to the nominal red edge of the visible spectrum, around 700  nanometers (430  THz). Longer IR wavelengths (30 μm-100 μm) are sometimes included as part of the terahertz radiation range. Almost all black-body radiation from objects near room temperature is at infrared wavelengths. As a form of electromagnetic radiation, IR propagates energy and momentum, exerts radiation pressure, and has properties corresponding to both those of a wave and of a particle, the photon. It was long known that fires emit invisible heat; in 1681 the pioneering experimenter Edme Mariotte showed that glass, though transparent to sunlight, obstructed radiant heat. In 1800 the astronomer Sir William Herschel discovered ...
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Soret Band
Soret may refer to: Persons * Charles Soret (1854–1904), a chemist, and son of Jacques-Louis Soret **Thermophoresis, also known (particularly in liquid mixtures) as the Soret effect, named for him * Frédéric Soret (1795–1865), a physicist and numismatist * Jacques-Louis Soret (1827–1890), a chemist, and father of Charles Soret **the Soret peak, a spectroscopic phenomenon named for him * Julien Soret, French governor of Senegal (1837–1839) * Nicolas Soret, 17th-century playwright Locations *Fontaine-la-Soret Fontaine-la-Soret () is a former commune in the Eure department in the Normandy region in northern France. On 1 January 2017, it was merged into the new commune Nassandres sur Risle.
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Fluorescence
Fluorescence is the emission of light by a substance that has absorbed light or other electromagnetic radiation. It is a form of luminescence. In most cases, the emitted light has a longer wavelength, and therefore a lower photon energy, than the absorbed radiation. A perceptible example of fluorescence occurs when the absorbed radiation is in the ultraviolet region of the electromagnetic spectrum (invisible to the human eye), while the emitted light is in the visible region; this gives the fluorescent substance a distinct color that can only be seen when the substance has been exposed to UV light. Fluorescent materials cease to glow nearly immediately when the radiation source stops, unlike phosphorescent materials, which continue to emit light for some time after. Fluorescence has many practical applications, including mineralogy, gemology, medicine, chemical sensors (fluorescence spectroscopy), fluorescent labelling, dyes, biological detectors, cosmic-ray detection, vacu ...
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Singlet State
In quantum mechanics, a singlet state usually refers to a system in which all electrons are paired. The term 'singlet' originally meant a linked set of particles whose net angular momentum is zero, that is, whose overall spin quantum number s=0. As a result, there is only one spectral line of a singlet state. In contrast, a doublet state contains one unpaired electron and shows splitting of spectral lines into a doublet; and a triplet state has two unpaired electrons and shows threefold splitting of spectral lines. History Singlets and the related spin concepts of doublets and triplets occur frequently in atomic physics and nuclear physics, where one often needs to determine the total spin of a collection of particles. Since the only observed fundamental particle with zero spin is the extremely inaccessible Higgs boson, singlets in everyday physics are necessarily composed of sets of particles whose individual spins are non-zero, e.g. or 1. The origin of the term "singlet" is ...
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