Tag: 200-300

《Donor-Acceptor Bicyclopropyls as 1,6-Zwitterionic Intermediates: Synthesis and Reactions with 4-Phenyl-1,2,4-triazoline-3,5-dione and Terminal Acetylenes》 was published in Journal of Organic Chemistry in 2020. These research results belong to Potapov, Konstantin V.; Denisov, Dmitry A.; Glushkova, Valeriia V.; Novikov, Roman A.; Tomilov, Yury V.. Recommanded Product: 1774-47-6 The article mentions the following:

The bicyclopropyl system activated by incorporation of donor and acceptor groups in the presence of Lewis acids was used as a synthetic equivalent of 1,6-zwitterions. Opening of both cyclopropane rings in 2′-aryl-1,1′-bicyclopropyl-2,2-dicarboxylates (D-A bicyclopropyl, ABCDs) in the presence of GaI3 + Bu4N+GaI4- results in 5-iodo-5-arylpent-2-enylmalonates as products of HI formal 1,6-addition to the bicyclopropyl system. The use of GaCl3 or GaBr3 as a Lewis acid and terminal aryl or alkyl acetylenes as 1,6-zwitterion interceptors allows the alkyl substituent to be grown to give the corresponding acyclic 7-chloro(bromo)-hepta-2,6-dienylmalonates. The reaction of ABCDs with 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) catalyzed by Yb(OTf)3 also results in the opening of both cyclopropane rings. The reaction products are tetrahydropyridazine derivatives – (7,9-dioxo-1,6,8-triazabicyclo[4.3.0]non-3-en-2-ylmethyl)malonates – containing one more PTAD moiety in the malonyl group. After reading the article, we found that the author used Trimethylsulfoxonium iodide(cas: 1774-47-6Recommanded Product: 1774-47-6)

Trimethylsulfoxonium iodide(cas: 1774-47-6) reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.Recommanded Product: 1774-47-6

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

《Catalytic Access to Functionalized Allylic gem-Difluorides via Fluorinative Meyer-Schuster-Like Rearrangement》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Liao, Lihao; An, Rui; Li, Huimin; Xu, Yang; Wu, Jin-Ji; Zhao, Xiaodan. Reference of 3-Iodophenol The article mentions the following:

An unprecedented approach for efficient synthesis of functionalized allylic gem-difluorides via catalytic fluorinative Meyer-Schuster-like rearrangement is disclosed. This transformation proceeded with readily accessible propargylic fluorides, and low-cost B-F reagents and electrophilic reagents by sulfide catalysis [e.g., I → II (88%) in presence of PhSPh as Lewis basic catalyst, tetrafluoroboric acid di-Et ether complex and NIS]. A series of iodinated, brominated, and trifluoromethylthiolated allylic gem-difluorides that were difficult to access by other methods were facilely produced with a wide range of functional groups. Importantly, the obtained iodinated products could be incorporated into different drugs and natural products, and could be expediently converted into many other valuable gem-difluoroalkyl mols. as well. Mechanistic studies revealed that this reaction went through a regioselective fluorination of alkynes followed by a formal 1,3-fluorine migration under the assistance of the B-F reagents to give the desired products. The results came from multiple reactions, including the reaction of 3-Iodophenol(cas: 626-02-8Reference of 3-Iodophenol)

3-Iodophenol(cas: 626-02-8) belongs to organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Reference of 3-Iodophenol

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The author of 《Synthesis, characterization and catalytic activity of ionic liquid mimic halides modified MCM-41 for solvent free synthesis of phenyl glycidyl carbonate》 were Ramalingam, R. Jothi; Appaturi, Jimmy Nelson; Pulingam, Thiruchelvi; Ibrahim S, Noora; Al-Lohedan, Hamad A.. And the article was published in Materials Chemistry and Physics in 2019. Application of 624-73-7 The author mentioned the following in the article:

The different type of halide modified mesoporous silica catalysts were prepared via post-grafting technique using meso-silica derived from rich husk by simple sol-gel method. The physico chem. characterizations of as prepared catalysts were characterized using FT-IR, N2-sorption-desorption study, 13C CP/MAS NMR and SEM techniques. FT-IR and 13C CP/MAS NMR revealed the effective anchorage of imidazole and 1,2-dihaloethane on the MCM-41. SEM anal. images shows the comprise worm-like agglomerated structure which was similar to MCM-41. The catalysts were then used in cycloaddition of carbon dioxide and Ph glycidyl ether under solvent free or less conditions. Among the prepared catalyst, Br-immobilized MCM-41 shows higher catalytic activity (96.7%) under ambient reaction by adopting following conditions such as 100°C, 20 bar initial CO2 pressure, 300 mg catalyst mass and 3 h. The conversion of Ph glycidyl ether using ImI-MCM-41 and ImCl-MCM-41 are 77.3% and 26.4% resp. The catalytic results are confirmed that the synergistic effect owing to the stronger nucleophilicity of bromide- and amine could be promoted the reaction smoothly. The catalyst was recovered and reused for four times without a significant decrease in activity or product selectivity. A possible site for CO2 activation by ImBr-MCM-41 catalyst could be the potential ionic liquid mimic’s halide immobilized MCM-41 like material for efficient conversion of the substrates such as Ph glycidyl ether and Epoxy hexane for cycloaddition reactions have been demonstrated.1,2-Diiodoethane(cas: 624-73-7Application of 624-73-7) was used in this study.

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Application of 624-73-7

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The author of 《Chemically and Mechanically Controlled Single-Molecule Switches Using Spiropyrans》 were Walkey, Mark C.; Peiris, Chandramalika R.; Ciampi, Simone; C. Aragones, Albert; Dominguez-Espindola, Ruth B.; Jago, David; Pulbrook, Thea; Skelton, Brian W.; Sobolev, Alexandre N.; Diez Perez, Ismael; Piggott, Matthew J.; Koutsantonis, George A.; Darwish, Nadim. And the article was published in ACS Applied Materials & Interfaces in 2019. Electric Literature of C5H4IN The author mentioned the following in the article:

Developing mol. circuits that can function as the active components in elec. devices is an ongoing challenge in mol. electronics. It demands mech. stability of the single-mol. circuit while simultaneously being responsive to external stimuli mimicking the operation of conventional electronic components. Here, we report single-mol. circuits based on spiropyran derivatives that respond elec. to chem. and mech. stimuli. The merocyanine that results from the protonation/ring-opening of the spiropyran form showed single-mol. diode characteristics, with an average current rectification ratio of 5 at ±1 V, favoring the orientation where the pos. charged end of the mol. is attached to the neg. terminal of the circuit. Mech. pulling of a single spiropyran mol. drives a switch to a more conducting merocyanine state. The mech. switching is enabled by the strong Au-C covalent bonding between the mol. and the electrodes, which allows the tensile force delivered by the STM piezo to break the mol. at its spiropyran C-O bond. In addition to this study using 4-Iodopyridine, there are many other studies that have used 4-Iodopyridine(cas: 15854-87-2Electric Literature of C5H4IN) was used in this study.

4-Iodopyridine(cas: 15854-87-2) is used as a reagent in the synthesis of indazolylamides as glucocorticoid receptor agonists. 4-Iodopyridine is a halogenated heterocycle that is a building block for proteomics research.Electric Literature of C5H4IN

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2019,Journal of Organic Chemistry included an article by Varshnaya, Rohit Kumar; Banerjee, Prabal. Computed Properties of C3H9IOS. The article was titled 《Lewis Acid-Catalyzed [3+3] Annulation of Donor-Acceptor Cyclopropanes and Indonyl Alcohols: One Step Synthesis of Substituted Carbazoles with Promising Photophysical Properties》. The information in the text is summarized as follows:

A highly efficient protocol to access carbazole from donor-acceptor cyclopropane and indonyl alc. via [3+3] annulation in the presence of a Lewis acid has been demonstrated. This method facilitates the post functionalization of the substituted carbazole into a fully conjugated π-system exhibiting intense emission bands in the visible range of the spectrum and also offers a convenient route toward the synthesis of pityriazole derivatives The experimental part of the paper was very detailed, including the reaction process of Trimethylsulfoxonium iodide(cas: 1774-47-6Computed Properties of C3H9IOS)

Trimethylsulfoxonium iodide(cas: 1774-47-6) is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.Computed Properties of C3H9IOS

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2019,Beilstein Journal of Organic Chemistry included an article by Frei, Sibylle; Katolik, Adam K.; Leumann, Christian J.. Formula: C4H4INO2. The article was titled 《Synthesis, biophysical properties, and RNase H activity of 6′-difluoro[4.3.0]bicyclo-DNA》. The information in the text is summarized as follows:

Here we present the synthesis, the biophys. properties, and the RNase H profile of 6′-difluorinated [4.3.0]bicyclo-DNA (6′-diF-bc4,3-DNA). The difluorinated thymidine phosphoramidite building block was synthesized starting from an already known gem-difluorinated tricyclic glycal. This tricyclic siloxydifluorocyclopropane was converted into the [4.3.0]bicyclic nucleoside via cyclopropane ring-opening through the addition of an electrophilic iodine during the nucleosidation step followed by reduction The gem-difluorinated bicyclic nucleoside was then converted into the corresponding phosphoramidite building block which was incorporated into oligonucleotides. Thermal denaturation experiments of these oligonucleotides hybridized to complementary DNA or RNA disclosed a significant destabilization of both duplex types (Tm/mod = -1.6 to -5.5°C). However, in the DNA/RNA hybrid the amount of destabilization could be reduced by multiple insertions of the modified unit. In addition, CD spectroscopy of the oligonucleotides hybridized to RNA showed a similar structure than the natural DNA/RNA duplex. Furthermore, since the structural investigation on the nucleoside level by X-ray crystallog. and ab initio calculations pointed to a furanose conformation in the southern region, a RNase H cleavage assay was conducted. This experiment revealed that the oligonucleotide containing five modified units was able to elicit the RNase H-mediated cleavage of the complementary RNA strand. The experimental part of the paper was very detailed, including the reaction process of 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Formula: C4H4INO2)

1-Iodopyrrolidine-2,5-dione(cas: 516-12-1) is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. Formula: C4H4INO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2019,Chemistry – A European Journal included an article by Schmitz, Alexander J.; Ricke, Alexander; Oschmann, Michael; Verho, Oscar. Safety of 1-Bromo-4-iodobenzene. The article was titled 《Convenient Access to Chiral Cyclobutanes with Three Contiguous Stereocenters from Verbenone by Directed C(sp3)-H arylation》. The information in the text is summarized as follows:

This work demonstrates how a series of complex, chiral cyclobutane derivatives can be accessed in four steps from the terpene verbenone through the application of a directed C-H functionalization approach. The developed synthetic route involved an 8-aminoquinoline-directed C(sp3)-H arylation as the key step, and this reaction could be carried out with a wide range of aryl and heteroaryl iodides to furnish a variety of cyclobutane products I (Ar = Ph, 4-ClC6H4, 2-thienyl, etc.; Q = quinolin-8-yl) with three contiguous stereocenters. Moreover, it was shown that the 8-aminoquinoline auxiliary could be effectively removed from the cyclobutane derivatives using an ozonolysis-based cleavage method. In addition to this study using 1-Bromo-4-iodobenzene, there are many other studies that have used 1-Bromo-4-iodobenzene(cas: 589-87-7Safety of 1-Bromo-4-iodobenzene) was used in this study.

1-Bromo-4-iodobenzene(cas: 589-87-7) has been employed as reagent for in situ desilylation and coupling of silylated alkynes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids), as substrate in copper-free Sonogashira coupling in aqueous acetone in synthesis of β,β,dibromostyrenesSafety of 1-Bromo-4-iodobenzene

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2019,Beilstein Journal of Nanotechnology included an article by Jana, Achintya; Mishra, Puneet; Das, Neeladri. SDS of cas: 15854-87-2. The article was titled 《Polymorphic self-assembly of pyrazine-based tectons at the solution-solid interface》. The information in the text is summarized as follows:

The synthesis and surface self-assembly of a new pyrazine-derived mol. with pyridine pendants I was reported. Ambient scanning tunneling microscopy investigation at the solution-solid interface revealed polymorphic self-assembly of these mols. on a HOPG substrate. Two different mol. packing structures with equal distribution were observed Detailed anal. of the STM images emphasized the crucial role of weak intermol. hydrogen bonding, and mol.-substrate interactions in the formation of the observed polymorphs. Such weak hydrogen bonding interactions were highly desirable for the formation of modular supramol. architectures since they could provide sufficiently robust mol. structures and also facilitate error correction. The experimental process involved the reaction of 4-Iodopyridine(cas: 15854-87-2SDS of cas: 15854-87-2)

4-Iodopyridine(cas: 15854-87-2) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.SDS of cas: 15854-87-2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2019,Angewandte Chemie, International Edition included an article by Lee, Yong Ho; Morandi, Bill. SDS of cas: 90-14-2. The article was titled 《Palladium-Catalyzed Intermolecular Aryliodination of Internal Alkynes》. The information in the text is summarized as follows:

A completely atom economical palladium-catalyzed addition reaction has been developed to stereoselectively access functionalized tetrasubstituted alkenyl iodides. The palladium catalyst, which bears an electron-poor bidentate ligand rarely employed in catalysis, is essential to promote the high yielding and chemoselective intermol. reaction between equimolar amounts of an alkyne and an aryl iodide. This new carbohalogenation reaction is an attractive alternative to traditional synthetic methods, which rely on multistep synthetic sequences and protecting-group manipulations. After reading the article, we found that the author used 1-Iodonaphthalene(cas: 90-14-2SDS of cas: 90-14-2)

1-Iodonaphthalene(cas: 90-14-2) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.SDS of cas: 90-14-2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2016,McNeece, Andrew J.; Mokhtarzadeh, Charles C.; Moore, Curtis E.; Rheingold, Arnold L.; Figueroa, Joshua S. published 《Nickel bis-m-terphenylisocyanide dihalide complexes formed from 1,2-alkyl dihalides: probing for isolable β-haloalkyl complexes of square planar nickel》.Journal of Coordination Chemistry published the findings.Name: 1,2-Diiodoethane The information in the text is summarized as follows:

The pentachloroethyl complex NiCl(CCl2CCl3)(CNArMes2)2 (ArMes2 = 2,6-(2,4,6-Me3C6H2)2C6H3) was recently shown to be a unique example of an isolable β-chloroalkyl complex of square planar Ni. In an effort to generate addnl. β-haloalkyl complexes of square planar nickel, the reactivity of the precursor complex Ni(COD)(CNArMes2)2 with alkyl halides was probed. Treatment of Ni(COD)(CNArMes2)2 with 1,2-dichloroethane results in the exclusive formation of the dichloride complex NiCl2(CNArMes2)2 without the buildup of detectable intermediates. Similarly, Ni(COD)(CNArMes2)2 reacts with either 1,2-dibromoethane or 1,2-diiodoethane to produce the dibromide, NiBr2(CNArMes2)2, and diiodide, NiI2(CNArMes2)2, species, resp. Observable intermediates were also not detected in these latter reactions, indicating that either β-halo elimination is rapid or 1e- halogen-atom abstraction pathways are accessible to Ni(COD)(CNArMes2)2. The sterically and electronically modified m-terphenyl isocyanides CNArDipp2 and CNArClips2 (ArDipp2 = 2,6-(2,6-(i-Pr)2C6H3)2C6H3; ArClips2 = 2,6-(2,6-(Cl)2C6H3)2-4-(t-Bu)C6H2) were also studied as ancillary ligands for stabilization of a β-chloroalkyl complex of square planar nickel. Treatment of the zero-valent precursors Ni(COD)(CNArDipp2)2 and Ni(COD)(CNArClips2)2 with either 1,2-dichloroethane or hexachloroethane resulted in rapid formation of the dichlorides NiCl2(CNArDipp2)2 and NiCl2(CNArClips2)2 as exclusive products. These results highlight the unique combination of steric and electronic properties that lead to the stability of the parent β-chloroalkyl complex NiCl(CCl2CCl3)(CNArMes2)2. In addition to this study using 1,2-Diiodoethane, there are many other studies that have used 1,2-Diiodoethane(cas: 624-73-7Name: 1,2-Diiodoethane) was used in this study.

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Name: 1,2-Diiodoethane

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com