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Terpyridine
Terpyridine (2,2';6',2"-terpyridine, often abbreviated to Terpy or Tpy) is a heterocyclic compound derived from pyridine. It is a white solid that is soluble in most organic solvents. The compound is mainly used as a ligand in coordination chemistry. Synthesis Terpyridine was first synthesized by G. Morgan and F. H. Burstall in 1932 by the oxidative coupling of pyridines. This method, however, proceeded in low yields. More efficient syntheses have since been described, mainly starting from 2-acetylpyridine. One method produces an enaminone by the reaction of 2-acetylpyridine with N,N-dimethylformamide dimethyl acetal. The base-catalyzed reaction of 2-acetylpyridine with carbon disulfide followed by alkylation with methyl iodide gives C5H4NCOCH=C(SMe)2. Condensation of this species with 2-acetylpyridine forms the related 1,5-diketone, which condenses with ammonium acetate to form a terpyridine. Treatment of this derivative with Raney nickel removes the thioether group. Other ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ligand
In coordination chemistry, a ligand is an ion or molecule (functional group) that binds to a central metal atom to form a coordination complex. The bonding with the metal generally involves formal donation of one or more of the ligand's electron pairs, often through Lewis bases. The nature of metal–ligand bonding can range from covalent to ionic. Furthermore, the metal–ligand bond order can range from one to three. Ligands are viewed as Lewis bases, although rare cases are known to involve Lewis acidic "ligands". Metals and metalloids are bound to ligands in almost all circumstances, although gaseous "naked" metal ions can be generated in a high vacuum. Ligands in a complex dictate the reactivity of the central atom, including ligand substitution rates, the reactivity of the ligands themselves, and redox. Ligand selection requires critical consideration in many practical areas, including bioinorganic and medicinal chemistry, homogeneous catalysis, and environmental chemi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Terthiophene
Terthiophene is the organic compound with the formula 4H3Ssub>2C4H2S. It is an oligomer of the heterocycle thiophene, a shorter oligomer is dithienyl, and the parent polymer is polythiophene. In the most common isomer of terthiophene, two thienyl groups are connected via their 2 positions to a central thiophene, also at the carbon atoms flanking the sulfur. Preparation of terthiophene Terthiophene is prepared by the nickel- or palladium-catalysed coupling reaction of 2,5-dibromothiophene with the Grignard reagent derived from 2-bromothiophene. Properties and applications This isomer is a pigment in African marigolds (''Tagetes'' spp.) and exhibits some biological activity because it sensitizes the formation of singlet oxygen. It is responsible for the insecticidal activity of ''Tagetes minuta''. Together with derivatives of 2,2'-bithiophene, various substituted terthiophenes occur naturally. Examples include 5,5''-dichloro-α-terthiophene, 5-chloro-α-terthiophene, 5-acetyl ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Heterocyclic Compound
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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Polypyridine Complex
Polypyridine complexes are coordination complexes containing polypyridine ligands, such as 2,2'-bipyridine, 1,10-phenanthroline, or 2,2';6'2"-terpyridine. Polypyridines are multidentate ligands that confer characteristic properties to the metal complexes that they form. Some complexes strongly absorb light via a process called metal-to-ligand charge transfer (MLCT). The properties of these complexes can be tuned by changes in substituents. For example, electron donation, electron withdrawal, and π-conjugating groups, to the polypyridine moiety. The MLCT absorption band can be shifted, the emission wavelength can be changed, and the emission lifetime can be extended. A well-known example of a polypyridine complex is the tris(bipyridine) derivative of ruthenium(II), 2+._This_complex_exhibits_intense_u[(bpy)3sup>2+._This_complex_exhibits_intense_luminescence">bpy)3.html"_;"title="u[(bpy)3">u[(bpy)3sup>2+._This_complex_exhibits_intense_luminescence_at_room_temperature_in_aqueous ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pincer Ligand
In chemistry, a transition metal pincer complex is a type of coordination complex with a pincer ligand. Pincer ligands are chelating agents that binds tightly to three adjacent coplanar sites in a meridional configuration. The inflexibility of the pincer-metal interaction confers high thermal stability to the resulting complexes. This stability is in part ascribed to the constrained geometry of the pincer, which inhibits cyclometallation of the organic substituents on the donor sites at each end. In the absence of this effect, cyclometallation is often a significant deactivation process for complexes, in particular limiting their ability to effect C-H bond activation. The organic substituents also define a hydrophobic pocket around the reactive coordination site. Stoichiometric and catalytic applications of pincer complexes have been studied at an accelerating pace since the mid-1970s. Most pincer ligands contain phosphines.Jensen, C. M., "Iridium PCP pincer complexes: hig ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chelating Ligand
Chelation is a type of bonding of ions and molecules to metal ions. It involves the formation or presence of two or more separate coordinate bonds between a polydentate (multiple bonded) ligand and a single central metal atom. These ligands are called chelants, chelators, chelating agents, or sequestering agents. They are usually organic compounds, but this is not a necessity, as in the case of zinc and its use as a maintenance therapy to prevent the absorption of copper in people with Wilson's disease. Chelation is useful in applications such as providing nutritional supplements, in chelation therapy to remove toxic metals from the body, as contrast agents in MRI scanning, in manufacturing using homogeneous catalysts, in chemical water treatment to assist in the removal of metals, and in fertilizers. Chelate effect The chelate effect is the greater affinity of chelating ligands for a metal ion than that of similar nonchelating (monodentate) ligands for the same metal. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Quaterpyridine
Quaterpyridine refers to a family of pyridine derivatives with the formula (NC5H4-C5H3N)2. These compounds can also be viewed as bipyridine decorated with two pyridyl substituents. Several isomers are known. All are colorless solids. One particular isomer, 2,2':6',2'':6'',2-quaterpyridine, a derivative of 2,2'-bipyridine has attracted interest because it is a potential tetradentate ligand in coordination chemistry.{{cite journal , doi=10.1021/acs.chemrev.6b00377, title=Quaterpyridines as Scaffolds for Functional Metallosupramolecular Materials , year=2016 , last1=Gorczyński , first1=Adam , last2=Harrowfield , first2=Jack M. , last3=Patroniak , first3=Violetta , last4=Stefankiewicz , first4=Artur R. , journal=Chemical Reviews , volume=116 , issue=23 , pages=14620–14674 , pmid=27960268 Related compounds *terpyridine Terpyridine (2,2';6',2"-terpyridine, often abbreviated to Terpy or Tpy) is a heterocyclic compound derived from pyridine. It is a white solid that is soluble in ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bis-triazinyl Pyridines
The ''bis''-triazinyl bipyridines (BTBPs) are a class of chemical compounds which are tetradentate ligands similar in shape to quaterpyridine. The BTBPs are made by the reaction of hydrazine and a 1,2-diketone (such as hexane-3,4-dione) with 6,6'-dicyano-2,2'-bipyridine. The dicyanobipy can be made by reacting 2,2'- bipy with hydrogen peroxide in acetic acid, (followed by the addition of acetone) to form 2,2'-bipyridine-''N,N''-dioxide. The 2,2'-bipyridine-''N,N''-dioxide is then converted into the dicyano compound by treatment with potassium cyanide and benzoyl chloride in a mixture of water and THF. The BTBPs were first reported as synthetic intermediates in the synthesis of quaterpyridines by a Diels-Alder reaction of the triazine ring with tributylstannylacetylene or norbornadiene, after the Diels-Alder reaction a series of other reactions cause the adjunct to lose a molecule of nitrogen and a molecule of cyclopentadiene to form the pyridine ring. The BTBPs are related to ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acetonitrile
Acetonitrile, often abbreviated MeCN (methyl cyanide), is the chemical compound with the formula and structure . This colourless liquid is the simplest organic nitrile (hydrogen cyanide is a simpler nitrile, but the cyanide anion is not classed as organic). It is produced mainly as a byproduct of acrylonitrile manufacture. It is used as a polar aprotic solvent in organic synthesis and in the purification of butadiene. The skeleton is linear with a short distance of 1.16 Å. Acetonitrile was first prepared in 1847 by the French chemist Jean-Baptiste Dumas. Applications Acetonitrile is used mainly as a solvent in the purification of butadiene in refineries. Specifically, acetonitrile is fed into the top of a distillation column filled with hydrocarbons including butadiene, and as the acetonitrile falls down through the column, it absorbs the butadiene which is then sent from the bottom of the tower to a second separating tower. Heat is then employed in the separatin ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bipyridine
Bipyridines also known as bipyridyls, dipyridyls, and dipyridines, are a family of chemical compounds with the formula (C5H4N)2, consisting of two pyridyl (C5H4N) rings. Pyridine is an aromatic nitrogen-containing heterocycle. Bipyridines are of significance in pesticides. Six isomers of bipyridine exist, but two are prominent: 2,2′-bipyridine is a popular ligand. 4,4'-Bipyridine is a precursor to the commercial herbicide paraquat. The bipyridines are all colourless solids, which are soluble in organic solvents and slightly soluble in water. 2,2′-Bipyridine 2,2′-Bipyridine (2,2′-bipy) is a chelating ligand that forms complexes with most transition metal ions that are of broad academic interest. Many of these complexes have distinctive optical properties, and some are of interest for analysis. Its complexes are used in studies of electron and energy transfer, supramolecular and materials chemistry, and catalysis. 2,2′-Bipyridine is used in the manufacture of diqua ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Luminescence
Luminescence is spontaneous emission of light by a substance not resulting from heat; or "cold light". It is thus a form of cold-body radiation. It can be caused by chemical reactions, electrical energy, subatomic motions or stress on a crystal. This distinguishes luminescence from incandescence, which is light emitted by a substance as a result of heating. Historically, radioactivity was thought of as a form of "radio-luminescence", although it is today considered to be separate since it involves more than electromagnetic radiation. The dials, hands, scales, and signs of aviation and navigational instruments and markings are often coated with luminescent materials in a process known as "luminising". Types The following are types of luminescence: * Chemiluminescence, the emission of light as a result of a chemical reaction **Bioluminescence, a result of biochemical reactions in a living organism **Electrochemiluminescence, a result of an electrochemical reaction **Lyolumine ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Oxidation
Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or a decrease in the oxidation state. There are two classes of redox reactions: * ''Electron-transfer'' – Only one (usually) electron flows from the reducing agent to the oxidant. This type of redox reaction is often discussed in terms of redox couples and electrode potentials. * ''Atom transfer'' – An atom transfers from one substrate to another. For example, in the rusting of iron, the oxidation state of iron atoms increases as the iron converts to an oxide, and simultaneously the oxidation state of oxygen decreases as it accepts electrons released by the iron. Although oxidation reactions are commonly associated with the formation of oxides, other chemical species can serve the same function. In hydrogenation, C=C (and other) bonds ar ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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