Tag: 200-300

Preparation, Structure, and Reactivity of Nonstabilized Organoiron Compounds. Implications for Iron-Catalyzed Cross Coupling Reactions was written by Fuerstner, Alois;Martin, Ruben;Krause, Helga;Seidel, Gunter;Goddard, Richard;Lehmann, Christian W.. And the article was included in Journal of the American Chemical Society in 2008.Recommanded Product: 1-Chloro-4-iodobutane This article mentions the following:

A series of unprecedented organoiron complexes of the formal oxidation states -2, 0, +1, +2, and +3 is presented, which are largely devoid of stabilizing ligands and, in part, also electronically unsaturated (14-, 16-, 17- and 18-electron counts). Specifically, it is shown that nucleophiles unable to undergo 灏?hydride elimination, such as MeLi, PhLi, or PhMgBr, rapidly reduce Fe(3+) to Fe(2+) and then exhaustively alkylate the metal center. The resulting homoleptic organoferrate complexes [(Me₄Fe)(MeLi)][Li(OEt₂)]₂ (3) and [Ph₄Fe][Li(Et₂O)₂][Li(1,4-dioxane)] (5) could be characterized by x-ray crystal structure anal. However, these exceptionally sensitive compounds turned out to be only moderately nucleophilic, transferring their organic ligands to activated electrophiles only, while being unable to alkylate (hetero)aryl halides unless they are very electron deficient. In striking contrast, Grignard reagents bearing alkyl residues amenable to 灏?hydride elimination reduce FeX_n (n = 2, 3) to clusters of the formal composition [Fe(MgX)₂]_n. The behavior of these intermetallic species can be emulated by structurally well-defined lithium ferrate complexes of the type [Fe(C₂H₄)₄][Li(tmeda)]₂ (8), [Fe(cod)₂][Li(dme)]₂ (9), [CpFe(C₂H₄)₂][Li(tmeda)] (7), [CpFe(cod)][Li(dme)] (11), or [Cp^*Fe(C₂H₄)₂][Li(tmeda)] (14). Such electron-rich complexes, which are distinguished by short intermetallic Fe-Li bonds, were shown to react with aryl chlorides and allyl halides; the structures and reactivity patterns of the resulting organoiron compounds provide first insights into the elementary steps of low valent iron-catalyzed cross coupling reactions of aryl, alkyl, allyl, benzyl, and propargyl halides with organomagnesium reagents. However, the acquired data suggest that such C-C bond formations can occur, a priori, along different catalytic cycles shuttling between metal centers of the formal oxidation states Fe(+1)/Fe(+3), Fe(0)/Fe(+2), and Fe(-2)/Fe(0). Since these different manifolds are likely interconnected, an unambiguous decision as to which redox cycle dominates in solution remains difficult, even though iron complexes of the lowest accessible formal oxidation states promote the reactions most effectively. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Recommanded Product: 1-Chloro-4-iodobutane).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C閳ユ彂 bond. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.Recommanded Product: 1-Chloro-4-iodobutane

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

Stable and Reusable Palladium Nanoparticles-Catalyzed Conjugate Addition of Aryl Iodides to Enones: Route to Reductive Heck Products was written by Parveen, Naziya;Saha, Rajib;Sekar, Govindasamy. And the article was included in Advanced Synthesis & Catalysis in 2017.Synthetic Route of C8H9IO2 This article mentions the following:

An efficient, binaphthyl-backbone-stabilized palladium nanoparticles (Pd-BNP) catalyst for the 1,4-addition of aryl halides to enones was developed. The scope of the reaction was studied with various substituted and sterically hindered aryl halides and enones to afford the conjugate addition products in good to excellent yields. The catalyst was recovered and reused up to five times without any appreciable change in particle size or reactivity. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Synthetic Route of C8H9IO2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C閳ユ彂 bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons鑱砈mith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Synthetic Route of C8H9IO2

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

C(sp³)-H Monoarylation of methanol enabled by a bidentate auxiliary was written by Gou, Quan;Yuan, Binfang;Ran, Man;Ren, Jian;Zhang, Ming-zhong;Tan, Xiaoping;Yuan, Tengrui;Zhang, Xing. And the article was included in Organic Letters in 2021.Recommanded Product: 5460-32-2 This article mentions the following:

With the assistance of a practical directing group (COAQ), the first catalytic protocol for the palladium-catalyzed C(sp³)-H monoarylation of methanol has been developed, offering an invaluable synthesis means to establish extensive derivatives of crucial arylmethanol functional fragments. Furthermore, the gram-scale reaction, broad substrate scope, excellent functional group compatibility, and even the practical synthesis of medicines further demonstrate the usefulness of this strategy. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Recommanded Product: 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Recommanded Product: 5460-32-2

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

Synthesis, characterization and antibacterial activity of some halo substituted Schiff bases was written by Junne, S. B.;Kadam, Archana B.;Shinde, S. L.;Waghamare, G. S.;Vibhute, Y. B.. And the article was included in E-Journal of Chemistry in 2010.Recommanded Product: 2-Amino-4-iodobenzoic acid This article mentions the following:

Halo substituted Schiff bases were designed and the synthesis of the target compounds was achieved using aryl amines and aryl aldehydes as starting materials and the products thus obtained were confirmed by IR and NMR. Example compounds thus prepared included 4-amino-2-nitro-N-[(3,4,5-trimethoxyphenyl)methylene]benzenamine, 2-bromo-4-[[(5-bromo-2-pyridinyl)imino]methyl]-6-methoxyphenol, etc. These compounds were screened against pathogenic bacteria by an agar diffusion method (Dermatophilus congolensis, Gram-pos., Mud fever, Staphylococcus aureus, Corynebacterium parvum, acne, Actinomyces bovis). In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Recommanded Product: 2-Amino-4-iodobenzoic acid).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Recommanded Product: 2-Amino-4-iodobenzoic acid

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

Iodothyronine Deiodinase Mimics. Deiodination of o,o’-Diiodophenols by Selenium and Tellurium Reagents was written by Vasil’ev, Andrei A.;Engman, Lars. And the article was included in Journal of Organic Chemistry in 1998.SDS of cas: 207115-22-8 This article mentions the following:

To better understand, and in the extension mimic, the action of the three selenium-containing iodothyronine deiodinases, o,o’-diiodophenols were reacted under acidic conditions with sodium hydrogen telluride, benzenetellurol, sodium hydrogen selenide, or benzeneselenol and under basic conditions with the corresponding deprotonated reagents. Sodium hydrogen telluride was found to selectively remove one iodine from a variety of 4-substituted o,o’-diiodophenols, including a protected form of thyroxine. Thus, it mimics the D1 variety of the iodothyronine deiodinases. Sodium telluride was a more reactive deiodinating agent toward o,o’-diiodophenols, often causing removal of both halogens. Benzenetellurol and sodium benzenetellurolate sometimes showed useful selectivity for monodeiodination. However, the products were often contaminated by small amounts of organotellurium compounds Sodium hydrogen selenide, sodium selenide, benzeneselenol, and sodium benzeneselenolate were essentially unreactive toward o,o’-diiodophenols. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8SDS of cas: 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.SDS of cas: 207115-22-8

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

Lewis Acid Catalyzed Formal Intramolecular [3 + 3] Cross-Cycloaddition of Cyclopropane 1,1-Diesters for Construction of Benzobicyclo[2.2.2]octane Skeletons was written by Ma, Weiwei;Fang, Jie;Ren, Jun;Wang, Zhongwen. And the article was included in Organic Letters in 2015.Quality Control of (5-Fluoro-2-iodophenyl)methanol This article mentions the following:

A novel Lewis acid catalyzed formal intramol. [3 + 3] cross-cycloaddition (IMCC) of cyclopropane 1,1-diesters has been successfully developed. This supplies an efficient and conceptually new strategy for construction of bridged bicyclo[2.2.2]octane skeletons I [R = Me, Et, Bn,etc]. This [3 + 3]IMCC could be run up to gram scale and from easily prepared starting materials. This [3 + 3]IMCC, together with our previously reported [3 + 2]IMCC strategy, can afford either the bicyclo[2.2.2]octane or bicyclo[3.2.1]octane skeletons from the similar starting materials by regulating the substituents on vinyl group. In the experiment, the researchers used many compounds, for example, (5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2Quality Control of (5-Fluoro-2-iodophenyl)methanol).

(5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Quality Control of (5-Fluoro-2-iodophenyl)methanol

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

Metal-Free, Oxidant-Free, and Controllable Graphene Oxide Catalyzed Direct Iodination of Arenes and Ketones was written by Zhang, Jingyu;Li, Shiguang;Deng, Guo-Jun;Gong, Hang. And the article was included in ChemCatChem in 2018.Electric Literature of C8H5IS This article mentions the following:

A direct, metal-free, and oxidant-free method for the graphene oxide (GO)-catalyzed iodination of arenes and ketones with iodine in a neutral medium was explored. This iodination protocol was performed by using a simple technique to avoid the use of external metal catalysts and oxidants and harsh acidic/basic reaction conditions. In addition, by this method the degree of iodination could be controlled, and the reaction was scalable and compatible with air. This strategy opens a new field for GO-catalyzed chem. and provides an avenue for the convenient direct iodination of arenes and ketones. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Electric Literature of C8H5IS).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Electric Literature of C8H5IS

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

A palladium-catalyzed three-component cascade S-transfer reaction in ionic liquids was written by Li, Jianxiao;Wu, Yaodan;Hu, Miao;Li, Can;Li, Meng;He, Dandan;Jiang, Huanfeng. And the article was included in Green Chemistry in 2019.Product Details of 5460-32-2 This article mentions the following:

A palladium-catalyzed three component cascade S-transfer reaction of acetylenic oximes RCCC(R¹)=NOH (R = Ph, cyclopropyl, cyclohexyl, thiophen-3-yl, etc.; R¹ = Me, Ph, cyclohexyl, etc.) with aryl halides ArI (Ar = 4-methylphenyl, 4-methoxyphenyl, naphthalen-2-yl, thiophen-2-yl, etc.) using readily available Na₂S₂O₃ as an odorless sulfenylation reagent under aerobic conditions in ionic liquids was described. The present protocol features environmental friendliness, good functional group compatibility, odorless sulfenylation reagents, without any ligand or additive, and excellent atom and step economy. Remarkably, this cascade procedure will bring further late-stage modification for the construction of structurally complex isoxazole scaffolds I in synthetic and pharmaceutical chem. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Product Details of 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Product Details of 5460-32-2

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

Synthesis of 2′-Substituted 4-Bromo-2,4′-bithiazoles by Regioselective Cross-Coupling Reactions was written by Bach, Thorsten;Heuser, Stefan. And the article was included in Journal of Organic Chemistry in 2002.Reference of 10297-05-9 This article mentions the following:

The synthesis of the title compounds [I; R = Bu, CH₂CHMe₂, CH₂CH₂Ph, (CH₂)₄Cl, CHMe₂, sec-Bu, Ph, CCCMe₃, CCPh, etc.] was achieved in two steps starting from readily available 2,4-dibromothiazole (II). In a regioselective Pd(0)-catalyzed cross-coupling step, II was converted to a variety of 2-substituted 4-bromothiazoles (III, same R) (10 examples, 65-85% yield). Alkyl and aryl zinc halides were employed as nucleophiles to introduce an alkyl or aryl substituent. The Sonogashira protocol was followed to achieve an alkynyl-debromination. Bromo-lithium exchange at C-4 and subsequent transmetalation to zinc or tin converted the 4-bromothiazoles to carbon nucleophiles, which underwent a second regioselective cross-coupling with another equivalent of 2,4-dibromothiazole. The Negishi cross-coupling gave high yields of the 2′-alkyl-4-bromo-2,4′-bithiazoles (88-97%). The synthesis of the 2′-phenyl- and 2′-alkynyl-4-bromo-2,4′-bithiazoles required a Stille cross-coupling that did not proceed as smoothly as the Negishi cross-coupling (58-62% yield). The title compounds, which were accessible in total yields of 38-82%, are versatile building blocks for the synthesis of 2,4′-bithiazoles. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Reference of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Reference of 10297-05-9

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

Low-Temperature Cross-Linking Benzocyclobutene Based Polymer Dielectric for Organic Thin Film Transistors on Plastic Substrates was written by Hallani, Rawad K.;Moser, Maximilian;Bristow, Helen;Jenart, Maud V. C.;Faber, Hendrik;Neophytou, Marios;Yarali, Emre;Paterson, Alexandra F.;Anthopoulos, Thomas D.;McCulloch, Iain. And the article was included in Journal of Organic Chemistry in 2020.Electric Literature of C6H4BrIO This article mentions the following:

The synthesis of a new benzocyclobutene based polymer, PSBBB, designed as a dielec. material for use in organic thin film transistors was reported. Compared to conventional benzocyclobutene-based materials, the introduction of a butoxide substituent at the 7-position of the benzocyclobutene pendant unit on the polymer allowed PSBBB to be cross-linked at temperatures of 120°, thus rendering it compatible with the processing requirements of flexible plastic substrates. The crosslinking behavior of PSBBB was studied by FTIR spectroscopy and DSC, demonstrating crosslinking of the polymer after curing at 120°. Bottom-gate bottom-contact organic thin film transistors were fabricated using PSBBB as dielec., affording a performance comparable to that of other dielec. polymeric materials. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Electric Literature of C6H4BrIO).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Electric Literature of C6H4BrIO

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