Catalyst ligands

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis of CMI-977, a Potent 5-Lipoxygenase Inhibitor, published in 1999-02-28, which mentions a compound: 32780-06-6, Name is (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, Molecular C5H8O3, Related Products of 32780-06-6.

5-Lipoxygenase inhibitor (-)-CMI-977 I is prepared as the (2S,5S) enantiomer in nine steps from (S)-glutamic acid, 4-fluorophenol, 3-butynol, and N,O-bis(phenoxycarbonyl)hydroxylamine, and in seven steps from (S)-(+)-hydroxymethyl-γ-butyrolactone.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 32780-06-6, is researched, Molecular C5H8O3, about Calculations of Cotton effects in the vacuum UV region for chiral γ-lactones: correlation with the absolute stereochemistry, the main research direction is Cotton effect lactone absolute configuration; configuration absolute lactone Cotton effect; CD lactone; ORD lactone.Application In Synthesis of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.

A graphic method of Drude equations was applied to calculate the Cotton effects below 180 nm region for various types of α- and/or γ-substituted γ-lactones, e.g., I (R1 = H, NH2, NH3Cl; R2 = H, OH; R3 = H, Me) and II (R = H, Br, etc.). The Cotton effects at ∼170 nm were found to reflect the stereochem. at C-2 (neg. for β and pos. for α) and C-4 (pos. for β and neg. for α) as well as the ring conformation (pos. for E3 and neg. for 3E). The rotational contributions at 589 nm were suggested to be the origin of Hudson’s lactone rule.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Quality Control of 5,6-Dihydro-2H-pyran-2-one. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5,6-Dihydro-2H-pyran-2-one, is researched, Molecular C5H6O2, CAS is 3393-45-1, about Catalytic asymmetric borylative aldol reaction of 5,6-dihydro-2H-pyran-2-one and ketones. Author is Zhang, Qi; Jia, Xueshun; Yin, Liang.

A copper(I)-catalyzed asym. borylative aldol reaction of 5,6-dihydro-2H-pyran-2-one and simple ketones (including aromatic ketones and an aliphatic ketone) was disclosed, which afforded a series of chiral diols after an oxidative work-up in moderate yields with moderate to high diastereoselectivity and excellent enantioselectivity [e.g., 2-acetonaphthone + 5,6-dihydro-2H-pyran-2-one + (BPin)2 → I (63%, >20:1 dr, 99% ee) in presence of Cu(MeCN)4PF6, (R,Rp)-TANIAPHOS, NaBARF, iPrOH as proton source and NaOBu-t as base in THF at -50°]. The lactone moiety was easily opened with methanol to generate a chiral triol in moderate yield.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Synthetic Route of C5H6O2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5,6-Dihydro-2H-pyran-2-one, is researched, Molecular C5H6O2, CAS is 3393-45-1, about Alkylidene Meldrum’s Acids as Platforms for the Vinylogous Synthesis of Dihydropyranones. Author is Wittmann, Stephane; Martzel, Thomas; Pham Truong, Cong Thanh; Toffano, Martial; Oudeyer, Sylvain; Guillot, Regis; Bournaud, Chloee; Gandon, Vincent; Briere, Jean-Francois; Vo-Thanh, Giang.

Upon Broensted base organocatalysis, ketone-derived alkylidene Meldrum’s acids proved to be competent vinylogous platforms able to undergo a formal (4+2) cycloaddition reaction with dihydro-2,3-furandione, providing an unprecedented route to 3,6-dihydropyran-2-ones as spiro[4.5]decane derivatives, e.g., I, with up to 98% ee thanks to the com. available Takemoto catalyst. Preliminary investigation showed that this reaction could be extended to other activated ketones, establishing these alkylidene Meldrum’s acids as a novel C4-synthon in the vinylogous series.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Recommanded Product: 89972-77-0. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-(p-Tolyl)-2,2:6,2-terpyridine, is researched, Molecular C22H17N3, CAS is 89972-77-0, about Hexagonal terpyridine-ruthenium and -iron macrocyclic complexes by stepwise and self-assembly procedures. Author is Newkome, George R.; Cho, Tae Joon; Moorefield, Charles N.; Cush, Randy; Russo, Paul S.; Godinez, Luis A.; Saunders, Mary Jane; Mohapatra, Prabhu.

Methods for the self-assembly, as well as directed construction, of hexaruthenium metallomacrocycles, e.g., I12+, employing bis(terpyridine) building blocks are described. Self-assembly is effected by a combination of equimolar mixtures of bis-metalated and non-metalated bis(terpyridinyl) monomers each possessing the requisite planar, 60°, terpyridine-metal-terpyridine connectivity. Stepwise synthesis of the identical hexamer is also discussed and used to aid in verification of the self-assembled product. Preparation and anal. of the related FeII metallomacrocycle are detailed and its TEM image confirms the hexameric structure. Characterization of the metalated products includes cyclic voltammetry along with the routine anal. techniques.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Electric Literature of C5H6O2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5,6-Dihydro-2H-pyran-2-one, is researched, Molecular C5H6O2, CAS is 3393-45-1, about Catalyst Control in Positional-Selective C-H Alkenylation of Isoxazoles and a Ruthenium-Mediated Assembly of Trisubstituted Pyrroles. Author is Kumar, Pravin; Kapur, Manmohan.

High levels of catalyst control are demonstrated in determining the positional selectivity in C-H alkenylation of isoxazoles. A cationic rhodium-mediated, strong-directing group promotes C(sp2)-H activation at the proximal aryl ring whereas, the palladium-mediated electrophilic metalation leads to the C(sp2)-H activation at the distal position of the directing group. Synthetic elaboration of this C-H alkenylation product via ruthenium and copper co-catalysis leads to an efficient method for the assembly of densely substituted pyrroles.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 4-(p-Tolyl)-2,2:6,2-terpyridine( cas:89972-77-0 ) is researched.Formula: C22H17N3.Collin, Jean Paul; Guillerez, Stephane; Sauvage, Jean Pierre; Barigelletti, Francesco; De Cola, Luisa; Flamigni, Lucia; Balzani, Vincenzo published the article 《Photoinduced processes in dyads and triads containing a ruthenium(II)-bis(terpyridine) photosensitizer covalently linked to electron donor and acceptor groups》 about this compound( cas:89972-77-0 ) in Inorganic Chemistry. Keywords: photosensitizer ruthenium terpyridine electron donor acceptor; electrochem ruthenium terpyridine electron donor acceptor; luminescence ruthenium terpyridine electron donor acceptor. Let’s learn more about this compound (cas:89972-77-0).

Five supramol. systems containing the Ru(ttp)22+ photosensitizer (P) covalently linked to an electron acceptor (A), MV2+, and/or an electron donor (D), PTZ or DPAA, were synthesized; (ttp = 4′-p-tolyl-2,2′:6′,2”-terpyridine, MV2+ = Me viologen, PTz = phenotiazine, DPAA = di-p-anisylamine). In the D-P-A triads the electron donor and acceptor groups are linked in opposite positions with respect to the photosensitizer. The spectroscopic properties (room-temperature absorption spectra, emission spectra and lifetimes at 90-200 K, and transient absorption spectra and lifetimes at 150 K) and the (room-temperature) electrochem. behavior of the supramol. systems and of their components were investigated. At 90 K, where the solvent is frozen, no quenching of the photosensitizer luminescence is observed for all the supramol. systems. At 150 K, where the solvent is fluid, the results obtained were as follows. In the PTZ-Ru(ttp)22+ dyad, neither quenching of the photosensitizer luminescence nor formation of oxidized donor were observed In the DPAA-Ru(ttp)22+ dyad, luminescence quenching and transient formation of the oxidized donor took place. For the Ru(ttp)22+-MV2+ dyad, transient formation of the reduced acceptor was observed, but the lifetime of the photosensitizer luminescence increases, indicating that charge recombination leads back to the excited photosensitizer. The PTZ-Ru(tpp)22+ triad behaves as the Ru(ttp)22+-MV2+ dyad. For the DPAA-Ru(ttp)22+-MV2+ triad, strong luminescence quenching is observed, and transient absorption spectroscopy shows that charge separation is followed by a fast charge recombination reaction (τ < 100 ns). Thermodn. and kinetic aspects of the photoinduced electron-transfer processes are discussed. Although many compounds look similar to this compound(89972-77-0)Formula: C22H17N3, numerous studies have shown that this compound(SMILES:CC1=CC=C(C2=CC(C3=NC=CC=C3)=NC(C4=NC=CC=C4)=C2)C=C1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5,6-Dihydro-2H-pyran-2-one(SMILESS: O=C1C=CCCO1,cas:3393-45-1) is researched.Related Products of 3393-45-1. The article 《Analysis of volatile components in different Ophiocordyceps sinensis and insect host products》 in relation to this compound, is published in Molecules. Let’s take a look at the latest research on this compound (cas:3393-45-1).

The artificial production of Ophiocordyceps sinensis mycelia and fruiting bodies and the Chinese cordyceps has been established. However, the volatile components from these O. sinensis products are not fully identified. An efficient, convenient, and widely used approach based on headspace solid-phase microextraction (HS-SPME) combined with comprehensive two-dimensional gas chromatog. and quadrupole time-of-flight mass spectrometry (GCxGC-QTOFMS) was developed for the extraction and the anal. of volatile compounds from three categories of 16 products, including O. sinensis fungus, Thitarodes hosts of O. sinensis, and the Chinese cordyceps. A total of 120 volatile components including 36 alkanes, 25 terpenes, 17 aromatic hydrocarbons, 10 ketones, 5 olefines, 5 alcs., 3 phenols, and 19 other compounds were identified. The contents of these components varied greatly among the products but alkanes, especially 2,5,6-trimethyldecane, 2,3-dimethylundecane and 2,2,4,4-tetramethyloctane, are the dominant compounds in general. Three categories of volatile compounds were confirmed by partial least squares-discriminant anal. (PLS-DA). This study provided an ideal method for characterizing and distinguishing different O. sinensis and insect hosts-based products.

Although many compounds look similar to this compound(3393-45-1)COA of Formula: C5H6O2, numerous studies have shown that this compound(SMILES:O=C1C=CCCO1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Related Products of 3393-45-1. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5,6-Dihydro-2H-pyran-2-one, is researched, Molecular C5H6O2, CAS is 3393-45-1, about Flavor formation in frying process of green onion (Allium fistulosum L.) deep-fried oil. Author is Zhang, Ning; Sun, Baoguo; Mao, Xueying; Chen, Haitao; Zhang, Yuyu.

Fried allium oil has been widely used in traditional Chinese home cooking and recently has grown in popularity in the food manufacturing industry. Thus, phys. and chem. changes during frying process were measured to investigate the flavor formation mechanism in green onion (Allium fistulosum L.) deep-fried oil. With the increase of the oil temperature, important variations took place when the temperature rose above 140 °C during the whole frying process. A detailed study of these changes was made from both macro and micro aspects. From a macro perspective, sensory attributes including burnt, fried, oily, cooked vegetable and salty were strengthened. Meanwhile, the reference points of the oil samples on the fingerprint chart were distinguishable from others by electronic nose. In addition, contents of furans and furanones, sulfur-containing compounds, aldehydes and alcs. increased sharply according to SAFE-GC-MS anal. from a microscopic point of view, and contents of unsaturated fatty acids dropped remarkably while the saturated ones increased. These changes were considered to be caused by interactions between carbohydrates, proteins and fats in the deep-fried system and thermo degradations of sugars, amino acids and fats. The results indicated that the stage, when frying at temperatures ranging from 140 °C to 165 °C, was the most significant period for the flavor formation of the deep-fried oil.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Safety of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Studies directed towards the asymmetric total synthesis of antileukemic lignan lactones. Synthesis of optically pure key intermediate and its utility. Author is Tomioka, Kiyoshi; Koga, Kenji.

The preparation of the β-piperonyl-γ-lactone I (RR1 = O), the key intermediate in the synthesis of lignan lactones, from the chiral γ-lactone synthon II is reported. II was converted in 60% yield in three steps to the triol III, which gave 98% of the hemiacetal I (R = H, R1 = OH) on oxidation with NaIO4. Collins oxidation of I (R = H, R1 = OH) gave 89% optically pure I (RR1 = O) which was converted into several optically pure natural lignan lactones, e.g. (-)-hinokinin (IV).

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI