Tag: 200-300

《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

《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

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

Application In Synthesis of 1,2-DiphenyldisulfaneIn 2020 ,《A diradical based on odd-electron σ-bonds》 was published in Nature Communications. The article was written by Yang, Wenbang; Zhang, Li; Xiao, Dengmengfei; Feng, Rui; Wang, Wenqing; Pan, Sudip; Zhao, Yue; Zhao, Lili; Frenking, Gernot; Wang, Xinping. The article contains the following contents:

The concept of odd-electron σ-bond was first proposed by Linus Pauling. Species containing such a bond have been recognized as important intermediates encountered in many fields. A number of radicals with a one-electron or three-electron σ-bond have been isolated, however, no example of a diradical based odd-electron σ-bonds has been reported. So far all stable diradicals are based on two s/p-localized or π-delocalized unpaired electrons (radicals). Here, we report a dication diradical that is based on two Se:Se three-electron σ-bonds. In contrast, the dication of sulfur analog does not display diradical character but exhibits a closed-shell singlet. In the part of experimental materials, we found many familiar compounds, such as 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. Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other. Application In Synthesis of 1,2-Diphenyldisulfane

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

Safety of 1-Iodo-2-methoxybenzeneIn 2020 ,《Temperature-modulated selective C(sp3)-H or C(sp2)-H arylation through palladium catalysis》 was published in Chemical Science. The article was written by Gogula, Thirupathi; Zhang, Jinquan; Lonka, Madhava Reddy; Zhang, Shuaizhong; Zou, Hongbin. The article contains the following contents:

Herein, the first example of temperature-dependent selective C-H functionalization of unactivated C(sp3)-H or C(sp2)-H bonds at remote positions through palladium catalysis using 7-pyridyl-pyrazolo[1,5-a]pyrimidine as a new directing group were demonstrated. At 120°C, C(sp3)-H arylation was triggered by the chelation of a rare [6,5]-fused palladacycle, whereas at 140°C, C(sp2)-H arylation proceeded instead through the formation of a 16-membered tetramer containing four 7-pyridyl-pyrazolo[1,5-a]pyrimidine-palladium chelation units. The subsequent mechanistic study revealed that both C-H activations shared a common 6-membered palladacycle intermediate, which was then directly transformed to either the [6,5]-fused palladacycle for C(sp3)-H activation at 120°C or the tetramer for C(sp2)-H arylation at 140°C with catalytic amounts of Pd(OAc)2 and AcOH. Raising the temperature from 120°C to 140°C can also convert the [6,5]-fused palladacycle to the tetramer with the above-mentioned catalysts, hence completing the C(sp2)-H arylation ultimately. In addition to this study using 1-Iodo-2-methoxybenzene, there are many other studies that have used 1-Iodo-2-methoxybenzene(cas: 529-28-2Safety of 1-Iodo-2-methoxybenzene) was used in this study.

1-Iodo-2-methoxybenzene(cas: 529-28-2) participates in palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran in the presence of chiral ionic liquids containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations.Safety of 1-Iodo-2-methoxybenzene

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

The author of 《Nickel-Catalyzed Defluorinative Reductive Cross-Coupling Reaction of gem-Difluoroalkenes with Thiosulfonate or Selenium Sulfonate》 were Li, Jian; Rao, Weidong; Wang, Shun-Yi; Ji, Shun-Jun. And the article was published in Journal of Organic Chemistry in 2019. Application of 882-33-7 The author mentioned the following in the article:

A nickel-catalyzed defluorinative reductive cross-coupling of gem-difluoroalkenes with thiosulfonate or selenosulfonates is described. The reaction involves the formation of thiolated or selenylated monofluoroolefins via regioselective C-F bond cleavage and C-S or C-Se bond formation and features easily available substrates, mild reaction conditions, and high E-selectivity. One of the derivatives by further cross coupling with PhMgBr exhibited an aggregation-induced emission enhancement effect. In the experiment, the researchers used 1,2-Diphenyldisulfane(cas: 882-33-7Application of 882-33-7)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Application of 882-33-7 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 2015,Li, Daliang; Huang, ZhiJiang; Chen, Shiuhwei; Hu, Zeping; Li, Wen-hong published 《GLP-1 Receptor Mediated Targeting of a Fluorescent Zn2+ Sensor to Beta Cell Surface for Imaging Insulin/Zn2+ Release》.Bioconjugate Chemistry published the findings.Synthetic Route of C9H19NO4 The information in the text is summarized as follows:

The pancreatic islet beta cell plays an essential role in maintaining the normal blood glucose level by releasing insulin. Loss of functional beta cell mass leads to diabetes, a disease affecting ∼9% of the population worldwide. There has been great interest and intense effort in developing imaging probes for monitoring islet beta cells, and glucagon-like peptide-1 receptor (GLP-1R) has emerged as a valuable biomarker for targeting beta cells. However, efforts thus far in GLP-1R mediated beta cell labeling and imaging has largely, if not exclusively, focused on developing imaging probes for monitoring beta cell mass, and few studies have investigated imaging beta cell function (insulin release) through GLP-1R. We now report the design and synthesis of a bioconjugate, ZIMIR-Ex4(9-39), that consists of a fluorescent Zn2+ sensor and a truncated exendin 4 peptide for imaging insulin/Zn2+ release in islet beta cells. In vitro, the conjugate bound to Zn2+ with high affinity and displayed a robust fluorescence enhancement upon Zn2+ chelation. When added to beta cells at submicromolar concentration, ZIMIR-Ex4(9-39) rapidly labeled cell surface in minutes to report the dynamics of insulin/Zn2+ release with high spatiotemporal resolution Future explorations of this approach may lead to probes for tracking beta cell function using different imaging modalities. The experimental process involved the reaction of 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.Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly. Synthetic Route of C9H19NO4

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

Quality Control of 1,2-DiphenyldisulfaneIn 2020 ,《Selective and efficient oxidation of sulfides and thiols to their corresponding sulfoxides and disulfides catalyzed with praseodymium (III) and dysprosium (III) isonicotinamide (INA) complexes grafted onto modified mesoporous MCM-41》 was published in Solid State Sciences. The article was written by Molaei, Somayeh; Ghadermazi, Mohammad. The article contains the following contents:

Praseodymium (III) and dysprosium (III) isonicotinamide (INA) complexes grafted onto modified mesoporous MCM-41 with 3-chloropropyltriethoxysilane (CPTES), as two novel catalysts, were synthesized. The catalysts were determined using SEM, Mapping, EDX, FT-IR, TGA, XRD, ICP, and BET anal. The catalysts (MCM-41-INA-Pr and MCM-41-INA-Dy) were further studied for the oxidation reaction of sulfur-containing compounds Catalytic results displayed that the MCM-41-INA-Pr and MCM-41-INA-Dy show high effectiveness for promoting the oxidation reaction of sulfur-containing compounds The catalysts could be recycled for seven runs with negligible destruction of catalytic performance. The experimental part of the paper was very detailed, including the reaction process of 1,2-Diphenyldisulfane(cas: 882-33-7Quality Control of 1,2-Diphenyldisulfane)

1,2-Diphenyldisulfane(cas: 882-33-7) 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. 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.Quality Control of 1,2-Diphenyldisulfane

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

In 2022,Indris, Sylvio; Bredow, Thomas; Schwarz, Bjoern; Eichhoefer, Andreas published an article in Inorganic Chemistry. The title of the article was 《Paramagnetic 7Li NMR Shifts and Magnetic Properties of Divalent Transition Metal Silylamide Ate Complexes [LiM{N(SiMe3)2}3] (M2+ = Mn, Fe, Co)》.HPLC of Formula: 33100-27-5 The author mentioned the following in the article:

7Li NMR shifts and magnetic properties have been determined for three so-called ate complexes [LiM{N(SiMe3)2}3] (M2+ = Mn, Fe, Co; e.g., named lithium-tris(bis(trimethylsilylamide))-manganate(II) in accordance with a formally neg. charge assigned to the complex fragment [M{N(SiMe3)2}3]-, which comprises the transition metal). They are formed by addition reactions of LiN(SiMe3)2 and [M{N(SiMe3)2}2] and stabilized by Lewis base/Lewis acid interactions. The results are compared to those of the related “”ion-separated”” complexes [Li(15-crown-5)][M{N(SiMe3)2}3]. The ate complexes with the lithium atoms connected to the 3d metal atoms manganese, iron, or cobalt via μ2 nitrogen bridges reveal strong 7Li NMR paramagnetic shifts of about -75, 125, and 171 ppm, resp., whereas the shifts for the lithium ions coordinated by the 15-crown-5 ether are close to zero. The observed trends of the 7Li NMR shifts are confirmed by d.-functional theory calculations The magnetic dc and ac properties display distinct differences for the six compounds under investigation. Both manganese compounds, [LiMn{N(SiMe3)2}3] and [Li(15-crown-5)][Mn{N(SiMe3)2}3], display almost pure and ideal spin-only paramagnetic behavior of a 3d5 high-spin complex. In this respect slightly unexpected, both complexes show slow relaxation behavior at low temperatures under applied dc fields, which is especially pronounced for the ate complex [LiMn{N(SiMe3)2}3]. Dc magnetic properties of the iron complexes reveal moderate g-factor anisotropies with small values of the axial magnetic anisotropy parameter D and a larger E (transversal anisotropy). Both complexes display at low temperatures and, under external dc fields of up to 5000 Oe, only weak ac signals with no maxima in the frequency range from 1 to 1500 s-1. In contrast, the two cobalt complexes display strong g-factor anisotropies with large values of D and E. In addition, in both cases, the ac measurements at low temperatures and applied dc fields reveal two, in terms of their frequency range, well separated relaxation processes with maxima lying for the most part outside of the measurement range between 1 and 1500 s-1. In the experimental materials used by the author, we found 1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5HPLC of Formula: 33100-27-5)

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. HPLC of Formula: 33100-27-5

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

《Suppressing Li dendrites via electrolyte engineering by crown ethers for lithium metal batteries》 was written by Zhang, Shanqing. Reference of 1,4,7,10,13-Pentaoxacyclopentadecane And the article was included in Nano-Micro Letters in 2020. The article conveys some information:

Electrolyte engineering is considered as an effective strategy to establish stable solid electrolyte interface (SEI), and thus to suppress the growth of lithium dendrites. In a recent study reported in Advanced Functional Materials by Ma group, discovered that strong coordination force could be founded between 15-Crown-5 ether (15-C-5) and Li+, which facilitates the crown ether (15-C-1) to participate in the solvation structure of Li+ in the electrolyte for the same purpose. Such a novel strategy might impact the design of high-performance and safe lithium metal batteries (LMBs). In the experiment, the researchers used many compounds, for example, 1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5Reference 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. Reference of 1,4,7,10,13-Pentaoxacyclopentadecane

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