Month: October 2022

Reference of 3-Methoxyphenylboronic acidIn 2020 ,《Tetradentate Platinum(II) Complexes for Highly Efficient Phosphorescent Emitters and Sky Blue OLEDs》 was published in Chemistry of Materials. The article was written by Li, Guijie; Zhao, Xiangdong; Fleetham, Tyler; Chen, Qidong; Zhan, Feng; Zheng, Jianbing; Yang, Yun-Fang; Lou, Weiwei; Yang, Yuning; Fang, Kun; Shao, Zongzhou; Zhang, Qisheng; She, Yuanbin. The article contains the following contents:

A series of tetradentate Pt(II) emitters containing fused 5/6/6 metallocycles have been designed and synthesized. Mol. geometries play a critical role in determining the photophys. properties. Their emission spectra are significantly affected by the geometries of the mol. core skeletons, the substituents, even hydrogen atoms, and their positions, which are further supported by X-ray crystallog. analyses and theor. calculations The generation of excimer emissions is observed in the tetradentate 5/6/6 Pt(II) emitters for the first time and found to be concentration-dependent both in the solution and solid states. All of the Pt(II) emitters have high photoluminescent quantum efficiency of up to 100% and luminescent lifetime as short as 1.4 μs at room temperature, achieving a radiative rate of 7.14 × 105 s-1. Their emission color can be easily tuned to cover the whole visible region (λmax = 464-632 nm) through selective synthetic modification of the heteroaromatic rings of the ligands. Pt(1-ptz)-based sky blue organic light-emitting diode (OLED) demonstrates a maximum external quantum efficiency (EQE) of 14.5%, yet maintains an EQE of 12.7% at a high brightness of 1000 cd/m2. This work demonstrates that these tetradentate Pt(II) complexes can act as efficient phosphorescent emitters for OLED applications. After reading the article, we found that the author used 3-Methoxyphenylboronic acid(cas: 10365-98-7Reference of 3-Methoxyphenylboronic acid)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Reference of 3-Methoxyphenylboronic acid

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application In Synthesis of 1,2-DiphenyldisulfaneIn 2020 ,《Decarboxylative thiolation of redox-active esters to free thiols and further diversification》 was published in Nature Communications. The article was written by Cao, Tianpeng; Xu, Tianxiao; Xu, Ruting; Shu, Xianli; Liao, Saihu. The article contains the following contents:

Here, the development of a visible light-mediated direct decarboxylative thiolation reaction of alkyl redox-active esters to free thiols based on the abundant carboxylic acid feedstock was reported. This transformation was applicable to various carboxylic acids, including primary, secondary and tertiary acids as well as natural products and drugs, forging a general and facile access to free thiols with diverse structures. Moreover, the direct access to free thiols afforded an advantage of rapid in situ diversification with high efficiency to other important thiol derivatives such as sulfide, disulfide, thiocyanide, thioselenide, etc. In the experiment, the researchers used many compounds, for example, 1,2-Diphenyldisulfane(cas: 882-33-7Application In Synthesis of 1,2-Diphenyldisulfane)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Application In Synthesis of 1,2-Diphenyldisulfane Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Experimental and computational studies on a three-membered diphosphido thorium metallaheterocycle [η5-1,3-(Me3C)2C5H3]2Th[η2-P2(2,4,6-iPr3C6H2)2]》 was written by Zhang, Congcong; Wang, Yongsong; Hou, Guohua; Ding, Wanjian; Zi, Guofu; Walter, Marc D.. SDS of cas: 882-33-7This research focused onthree membered diphosphido thorium metallaheterocycle preparation crystal mol structure; reactivity three membered diphosphido thorium metallaheterocycle; tert butyl cyclopentadienyl thorium diphosphido metallaheterocycle preparation crystal structure. The article conveys some information:

A three-membered thorium metallaheterocycle [η5-1,3-(Me3C)2C5H3]2Th[η2-P2(2,4,6-iPr3C6H2)2] (4) is readily prepared besides H2 from [η5-1,3-(Me3C)2C5H3]2Th(PH-2,4,6-iPr3C6H2)2 (3) upon heating in toluene solution D. functional theory (DFT) studies were performed to elucidate the 5f orbital contribution to the bonding within Th-(η2-P-P) revealing more covalent bonds between the [η5-1,3-(Me3C)2C5H3]2Th2+ and [η2-P2(2,4,6-iPr3C6H2)2]2- fragments than those in the related thorium metallacyclopropene. Consequently, distinctively different reactivity patterns emerge, e.g., while 4 reacts with pyridine derivatives such as 4-dimethyaminopyridnie (DMAP) and forms the DMAP adduct [η5-1,3-(Me3C)2C5H3]2Th[η2-P2(2,4,6-iPr3C6H2)2](DMAP) (5), it may also act as a [η5-1,3-(Me3C)2C5H3]2Th(II) synthon when reacted with bipy, Ph2S2 or Ph2Se2. Nevertheless, no reaction of complex 4 with alkynes is observed, but it reacts as a nucleophile towards nitriles and aldehydes resulting in five- or seven-membered metallaheterocycles, resp. DFT computations provide some addnl. insights into the exptl. observations. The results came from multiple reactions, including the reaction of 1,2-Diphenyldisulfane(cas: 882-33-7SDS of cas: 882-33-7)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. SDS of cas: 882-33-7

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Iridium-catalyzed C-H borylation of quinolines and unsymmetrical 1,2-disubstituted benzenes: insights into steric and electronic effects on selectivity》 was published in Chemical Science in 2012. These research results belong to Tajuddin, Hazmi; Harrisson, Peter; Bitterlich, Bianca; Collings, Jonathan C.; Sim, Neil; Batsanov, Andrei S.; Cheung, Man Sing; Kawamorita, Soichiro; Maxwell, Aoife C.; Shukla, Lena; Morris, James; Lin, Zhenyang; Marder, Todd B.; Steel, Patrick G.. Computed Properties of C14H21BO3 The article mentions the following:

Borylation of quinolines provides an attractive method for the late-stage functionalization of this important heterocycle. The regiochem. of this reaction is dominated by sterptsic factors but, by undertaking reactions at room temperature, an underlying electronic selectivity becomes apparent, as exemplified by the comparative reactions of 7-halo-2-methylquinoline and 2,7-dimethylquinoline which afford variable amounts of the 5- and 4-borylated products. Similar electronic selectivities are observed for nonsym. 1,2-disubstituted benzenes. The site of borylation can be simply estimated by anal. of the 1H NMR spectrum of the starting material with preferential borylation occurring at the site of the most deshielded sterically accessible H or C atom. Such effects can be linked with C-H acidity. While DFT calculations of the pKa for the C-H bond show good correlation with the observed selectivity, small differences suggest that related alternative, but much more computationally demanding values, such as the M-C bond strength, may be better quant. predictors of selectivity.2-(4-Methoxy-3-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 214360-63-1Computed Properties of C14H21BO3) was used in this study.

2-(4-Methoxy-3-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 214360-63-1) belongs to ethers.Computed Properties of C14H21BO3Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Category: ethers-buliding-blocksOn June 9, 2020, Zhu, Junli; Chu, Ming; Chen, Zuowei; Wang, Liquan; Lin, Jiaping; Du, Lei published an article in Chemistry of Materials. The article was 《Rational Design of Heat-Resistant Polymers with Low Curing Energies by a Materials Genome Approach》. The article mentions the following:

Designing high-temperature polymers with excellent processability is a long-standing challenge due to the implacable contradiction between high thermal stability and low curing energy. Traditional designs based on scientific intuition and trial-and-error experiments have not been efficient strategies for the discovery of new heat-resistant resins. In this work, we developed a materials genome approach to facilitate the design of new heat-resistant resins with the desired properties. By defining the gene and extracting the “”genetic”” features, we proposed a two-step strategy to screen candidate resins obtained from combinations of genes. A new kind of heat-resistant resin was predicted by rapid screening and was further verified by theor. simulations and exptl. studies. The basic framework developed for the present materials genome approach can be generalized for the rapid design of other high-performance materials. The experimental process involved the reaction of 1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6Category: ethers-buliding-blocks)

1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6) belongs to ethers.Category: ethers-buliding-blocksAlthough ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2012,Analytical Methods included an article by Chu, Chengchao; Wang, Xiu; Li, Shuai; Ge, Shenguang; Ge, Lei; Yu, Jinghua; Yan, Mei. Recommanded Product: 1,4-Diethynyl-2,5-dimethoxybenzene. The article was titled 《Synthesis, characterization of a novel phenyleneethynylene derivative and application in a fluorescence DNA sensor》. The information in the text is summarized as follows:

In this paper, a novel phenyleneethynylene derivative 4,4′-(2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl) dibenzoic acid (p-acid) was synthesized. IR spectroscopy (IR), NMR, photoluminescence (PL) spectroscopy and UV visible (UV-vis) spectroscopy were applied to characterize p-acid. The p-acid doped silica nanoparticle (p-acid@SiO2) was assembled in layer-by-layer (LBL) self-assembling processes using tetraethoxysilane (TEOS). Scanning electron microscope (SEM) and transmission electron microscope (TEM) were applied to characterize p-acid@SiO2. To research the practical applicability, a sample DNA sensor was constructed using p-acid@SiO2 label, in which the PL intensity response was proportion to the target-DNA (S2) concentration in the range of 0.05-1000 fM, with a detection limit of 20 pM. Furthermore, the DNA sensor showed high specificity, excellent stability, and good reproducibility. The p-acid@SiO2-based DNA sensor can also provide potential application for detection of other pathogen DNA. In the experimental materials used by the author, we found 1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6Recommanded Product: 1,4-Diethynyl-2,5-dimethoxybenzene)

1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6) belongs to ethers.Ethers do have nonbonding electron pairs on their oxygen atoms, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. Recommanded Product: 1,4-Diethynyl-2,5-dimethoxybenzene The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2015,Kim, Eunha; Yang, Katherine S.; Kohler, Rainer H.; Dubach, John M.; Mikula, Hannes; Weissleder, Ralph published 《Optimized Near-IR Fluorescent Agents for in Vivo Imaging of Btk Expression》.Bioconjugate Chemistry published the findings.Application of 139115-91-6 The information in the text is summarized as follows:

Bruton’s tyrosine kinase (Btk) is intricately involved in anti-apoptotic signaling pathways in cancer and in regulating innate immune response. A number of Btk inhibitors are in development for use in treating B-cell malignancies and certain immunol. diseases. To develop robust companion imaging diagnostics for in vivo use, we set out to explore the effects of red wavelength fluorochrome modifications of two highly potent irreversible Btk inhibitors, Ibrutinib and AVL-292. Surprisingly, we found that subtle chem. differences in the fluorochrome had considerable effects on target localization. Based on iterative designs, we developed a single optimized version with superb in vivo imaging characteristics enabling single cell Btk imaging in vivo. This agent (Ibrutinib-SiR-COOH) is expected to be a valuable chem. tool in deciphering Btk biol. in cancer and host cells in vivo. After reading the article, we found that the author used tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Application of 139115-91-6)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Application of 139115-91-6 Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2017,Wieczorek, Achim; Werther, Philipp; Euchner, Jonas; Wombacher, Richard published 《Green- to far-red-emitting fluorogenic tetrazine probes – synthetic access and no-wash protein imaging inside living cells》.Chemical Science published the findings.Synthetic Route of C9H19NO4 The information in the text is summarized as follows:

Fluorogenic probes for bioorthogonal labeling chem. are highly beneficial to reduce background signal in fluorescence microscopy imaging. 1,2,4,5-Tetrazines are known substrates for the bioorthogonal inverse electron demand Diels-Alder reaction (DAinv) and tetrazine substituted fluorophores can exhibit fluorogenic properties. Herein, we report the synthesis of a palette of novel fluorogenic tetrazine dyes derived from widely-used fluorophores that cover the entire emission range from green to far-red. We demonstrate the power of the new fluorogenic probes in fixed and live cell labeling experiments and present the first example of intracellular live cell protein imaging using tetrazine-based probes under no-wash conditions. In the experiment, the researchers used many compounds, for example, tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Synthetic Route of C9H19NO4)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers.The C-O bonds that comprise simple ethers are strong. They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes. Synthetic Route of C9H19NO4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Dalton Transactions included an article by Janicki, Rafal; Mondry, Anna. Safety of 1,4,7,10,13-Pentaoxacyclopentadecane. The article was titled 《Structural and thermodynamic aspects of hydration of Gd(III) systems》. The information in the text is summarized as follows:

X-ray crystal structures of Gd(III) and Lu(III) aqua ions as well as their complexes with polyaminopolycarboxylates (EDTA, CDTA, EGTA, DTPA, DOTA) were determined: [Gd(H2O)9](CF3SO3)3, [Gd(H2O)8]Cl3·C10H20O5, [Lu(H2O)8]Cl3·C12H24O6·4H2O, [C(NH2)3][Gd(EDTA)(H2O)3], [C(NH2)3]2[Lu(EDTA)(H2O)2]ClO4·6H2O, [C(NH2)3][Lu(CDTA)(H2O)2]·6H2O, [C(NH2)3][Gd(EGTA)(H2O)]·2H2O, [C(NH2)2(N2H4)][Gd(HDTPA)(H2O)]·2H2O, Na[Gd(DOTA)(H2O)]·4H2O, and K2[Lu(DOTA)]Cl·4.6H2O. The weighted sums of UV absorption spectra of appropriate crystals were used to reproduce the spectra of the Gd(III) aqueous solutions in the temperature range 276-363 K. In aqueous solution the Gd(III)-EGTA, Gd(III)-DTPA and Gd(III)-DOTA complexes exist as almost pure monohydrate [GdL(H2O)]n- species, while in the case of the Gd(III) aqua ion, Gd(III)-EDTA and Gd(III)-CDTA systems the equilibrium between variously hydrated species were found. The derived molar fractions of these species were used to determine the ΔG, ΔH and ΔS of hydration. These thermodn. functions may be derived not only from the spectra of the hypersensitive transitions, but from other f-f transitions as well. Next the ΔG, ΔH and ΔS values of hydration for the other Ln(III)-EDTA systems (Ln = Pr, Nd, Sm, Eu) were determined The ΔG298 values of the dehydration reaction for Ln(III)-EDTA complexes (Ln = Pr, Nd, Sm, Eu, Gd, Ho, Er) were almost linearly dependent on the number of 4f electrons in the whole series of lanthanides. Also, the point, where the ratio of [LnL(H2O)n] : [LnL(H2O)n-1] is 1, shifts along the lanthanide series depending on the ligand denticity – the higher the ligand denticity, the farther the point of the equimolar ratio in the lanthanide series. The presented results are the 1st systematic exptl. study on the thermodn. description of the hydration equilibrium of Gd(III) compounds In the experiment, the researchers used many compounds, for example, 1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5Safety of 1,4,7,10,13-Pentaoxacyclopentadecane)

1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5) is a member of crown ether Ligands. Crown-ethers are macrocyclic polyethers capable of forming host-guest complexes, especially with inorganic and organic cations. Crown-ethers can incorporate protonated primary amine compounds by formation of ion-dipole bonds with the oxygen atoms of the chiral selector. Crown-ethers have been widely used for the separation of several pharmaceuticals both in aqueous and non-aqueous media. Safety of 1,4,7,10,13-Pentaoxacyclopentadecane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《Schiff-based Pd(II)/Fe(III) bimetallic self-assembly monolayer – Preparation, structure, catalytic dynamic and synergism》 were Huang, Pingping; Song, Erran; Sun, Yimeng; Li, Tiesheng; Wei, Donghui; Liu, Minghua; Wu, Yangjie. And the article was published in Molecular Catalysis in 2019. Recommanded Product: 1-Bromo-3-methoxybenzene The author mentioned the following in the article:

Graphene oxide-supported Pd(II)/Fe(III) bimetallic catalytic monolayer (denoted as GO@H-Pd/Fe) was prepared and characterized. Its catalytic performance was assessed for the Suzuki coupling reaction; its synergetic effect and catalytic mechanism were also systematically investigated. Results showed that orientation, composition and distribution of catalyst had an efficient effect on catalytic activity. Catalytic activity of [email protected]/Fe0.90 was 475 times more than that of GO@H-Pd due to the ordered catalytic monolayer immobilized on GO, proper ratio of Pd/Fe and the synergetic effect between Pd(II) and Fe(III), which could form an active cluster containing Pd and Fe. The deactivation mechanism was confirmed to be the aggregation of the active center during recycling. A heterogeneous catalytic mechanism was also proved by the poison test, hot filtration and ReactIR. The results of ReactIR presented different dynamic catalytic processes for [email protected] and homogeneous catalyst (Li2PdCl4/FeCl3·6H2O). The activation energies were 9.7 KJ/mol and 3.7 KJ/mol obtained for the heterogeneous and homogeneous catalysts, resp. The experimental process involved the reaction of 1-Bromo-3-methoxybenzene(cas: 2398-37-0Recommanded Product: 1-Bromo-3-methoxybenzene)

1-Bromo-3-methoxybenzene(cas: 2398-37-0) can be used in chemical reaction as intermediates to obtain target materials such as dyes, pharmaceuticals, perfumes, photoinitiators and agrochemicals.Recommanded Product: 1-Bromo-3-methoxybenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem