Category: iodides-buliding-blocks

In 2019,Green Chemistry included an article by Gong, Xinchi; Wu, Jie; Meng, Yunge; Zhang, Yulan; Ye, Long-Wu; Zhu, Chunyin. Product Details of 624-31-7. The article was titled 《Ligand-free palladium catalyzed Ullmann biaryl synthesis: ‘household’ reagents and mild reaction conditions》. The information in the text is summarized as follows:

A palladium catalyzed Ullmann biaryl ArAr1, Ar1Ar1, ArAr, (Ar = 4-CNC6H4, pyridin-2-yl, 3-MeC6H4, etc.; Ar1 = 4-CNC6H4, 4-MeOC6H4) synthesis has been developed using hydrazine hydrate as the reducing reagent at room temperature The combination of Pd(OAc)2 and hydrazine hydrate works smoothly for the coupling of both electron-rich and electron-deficient aryl iodides ArI and Ar1I, as well as 2-iodopyridine, leading to a wide range of biaryls in good to excellent yields. The reaction requires only 1 mol% Pd(OAc)2 and the in situ generated palladium nanoparticles are found to be active catalysts. After reading the article, we found that the author used 1-Iodo-4-methylbenzene(cas: 624-31-7Product Details of 624-31-7)

1-Iodo-4-methylbenzene(cas: 624-31-7) undergoes Suzuki-Miyaura coupling reaction with phenylboronic acid catalyzed by (Ni,Mg)3Si2O5(OH)4 solid-solution nanotubes loaded with palladium.Product Details of 624-31-7

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

In 2019,Tetrahedron Letters included an article by Fu, Fang; Gurung, Laxman; Czaun, Miklos; Mathew, Thomas; Prakash, G. K. Surya. Synthetic Route of C6H4BrI. The article was titled 《ipso-Bromination/iodination of arylboronic acids: Poly(4-vinylpyridine)-Br2/I2 complexes as safe and efficient reagents》. The information in the text is summarized as follows:

Poly(4-vinyl pyridine) supported bromine/iodine complexes were prepared and probed for ipso-bromination/iodination of arylboronic acids ArB(OH)2 (Ar = 4-methylphenyl, 3-nitrophenyl, naphthalen-2-yl, etc.). These solid complexes with catalytic amount of additive are found to be safe and efficient reagent system for the ipso-bromination/iodination. The reaction occurs under mild conditions and tolerates various functional groups resulting in products ArX (X = Br, I) with high selectivity and yields. The results came from multiple reactions, including the reaction of 1-Bromo-4-iodobenzene(cas: 589-87-7Synthetic Route of C6H4BrI)

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,dibromostyrenesSynthetic Route of C6H4BrI

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

In 2015,Miao, Jinmin; Yang, Ke; Kurek, Martin; Ge, Haibo published 《Palladium-Catalyzed Site-Selective Fluorination of Unactivated C(sp3)-H Bonds》.Organic Letters published the findings.Product Details of 624-73-7 The information in the text is summarized as follows:

The transition-metal-catalyzed direct C-H bond fluorination is an attractive synthetic tool toward the preparation of organofluorines. While many methods exist for the direct sp3 C-H functionalization, site-selective fluorination of unactivated sp3 carbons remains a challenge. Direct, highly site-selective and diastereoselective fluorination of aliphatic amides via a palladium-catalyzed bidentate ligand-directed C-H bond functionalization process on unactivated sp3 carbons is reported. With this approach, a wide variety of β-fluorinated amino acid derivatives and aliphatic amides, important motifs in medicinal and agricultural chem., were prepared with palladium acetate as the catalyst and Selectfluor as the fluorine source. The experimental part of the paper was very detailed, including the reaction process of 1,2-Diiodoethane(cas: 624-73-7Product Details of 624-73-7)

1,2-Diiodoethane(cas: 624-73-7) 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.Product Details of 624-73-7

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

Application In Synthesis of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridineOn September 2, 2022 ,《PdII-Catalyzed γ-C(sp3)-H (Hetero)arylation of Ketones Enabled by Transient Directing Groups》 was published in ACS Catalysis. The article was written by Li, Yi-Hao; Ouyang, Yuxin; Chekshin, Nikita; Yu, Jin-Quan. The article contains the following contents:

Pd(II)-catalyzed γ-C(sp3)-H (hetero)arylation of aliphatic ketones is developed using α-amino acids as transient directing groups (TDG). A variety of aliphatic ketones were (hetero)arylated at the γ-position via a 5,6-membered fused cyclopalladation intermediate to afford the remotely arylated products in up to 88% yield. The crucial ligand effect of 2-pyridone is further enhanced by reducing the loading of acid additives. Consequentially, the improved reactivity of this catalytic system has also made possible the cyclic γ-methylene C(sp3)-H arylation of ketones. Mechanistic investigation and comparison to the γ-C-H arylation of aldehydes revealed a structural insight for designing site-selective TDG. The results came from multiple reactions, including the reaction of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7Application In Synthesis of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine)

2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Application In Synthesis of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine

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

Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthaleneOn September 17, 2021 ,《Catalytic Asymmetric (3 + 3) Cycloaddition of Oxyallyl Zwitterions with α-Diazomethylphosphonates》 was published in Organic Letters. The article was written by Liu, Yan; Peng, Xian; She, Rui; Zhou, Xin; Peng, Yungui. The article contains the following contents:

The unique structure of oxyallyls represents a significant challenge for their catalytic asym. applications. Herein, an unprecedented chiral imidodiphosphoric acid-catalytic enantioselective (3 + 3) cycloaddition between oxyallyl zwitterions generated in situ from α-haloketones and α-diazomethylphosphonates was developed. Pharmaceutically interesting chiral pyridazine-4(1H)-ones were obtained in up to 98% yields with excellent stereoselectivities (up to 99% ee, > 99:1 dr). In the experiment, the researchers used (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene

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

《Revisiting the Urech Synthesis of Hydantoins: Direct Access to Enantiopure 1,5-Substituted Hydantoins Using Cyanobenziodoxolone》 was written by Declas, Nina; Le Vaillant, Franck; Waser, Jerome. Category: iodides-buliding-blocksThis research focused onurech synthesis enantiopure substituted hydantoin preparation; hydantoin preparation hypervalent iodine cyanation reagent amino acid reaction. The article conveys some information:

A method for the synthesis of enantiopure 1,5-substituted hydantoins was developed using a hypervalent iodine cyanation reagent (cyanobenziodoxolone, CBX) as a source of electrophilic carbon. Starting from inexpensive com. available enantiopure protected amino acids, the method allowed the synthesis of various hydantoins without epimerization. Formation of hydantoins from dipeptides was also possible, but partial epimerization was observed in this case. This synthetic strategy is user friendly as CBX is a bench-stable easy-to-handle crystalline reagent and avoids conventional multistep protocols, thus allowing the facile synthesis of a library of chiral hydantoins. In addition to this study using 2-Iodobenzoic acid, there are many other studies that have used 2-Iodobenzoic acid(cas: 88-67-5Category: iodides-buliding-blocks) was used in this study.

2-Iodobenzoic acid(cas: 88-67-5) belongs to 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.Category: iodides-buliding-blocks

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

Li, Hongsheng; Zhao, Junhao; Yi, Songjian; Hu, Kongzhen; Feng, Pengju published their research in Organometallics in 2021. The article was titled 《Consequent Construction of C-C and C-N Bonds via Palladium-Catalyzed Dual C-H Activation: Synthesis of Benzo[c]cinnoline Derivatives》.COA of Formula: C6H5IO The article contains the following contents:

A highly efficient palladium-catalyzed cascade annulation of pyrazolones and aryl iodides to access various benzo[c]cinnoline derivatives has been achieved at 80°C. A pyridine-type ligand could improve the reaction efficiency under current reaction conditions, giving a higher product yield up to 94%. This novel approach provided a one-pot dual C-H activation strategy with good functional group tolerance, such as halogen, methoxy, nitro, ester, phenol, and so forth. The product could readily convert into cinnoline derivatives In addition to this study using 3-Iodophenol, there are many other studies that have used 3-Iodophenol(cas: 626-02-8COA of Formula: C6H5IO) was used in this study.

3-Iodophenol(cas: 626-02-8) belongs to organic iodides. 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.COA of Formula: C6H5IOHalogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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

Planje, Inco J.; Davidson, Ross J.; Vezzoli, Andrea; Daaoub, Abdalghani; Sangtarash, Sara; Sadeghi, Hatef; Martin, Santiago; Cea, Pilar; Lambert, Colin J.; Beeby, Andrew; Higgins, Simon J.; Nichols, Richard J. published their research in ACS Sensors in 2021. The article was titled 《Selective Anchoring Groups for Molecular Electronic Junctions with ITO Electrodes》.Computed Properties of C5H4IN The article contains the following contents:

Indium tin oxide (ITO) is an attractive substrate for single-mol. electronics since it is transparent while maintaining elec. conductivity Although it has been used before as a contacting electrode in single-mol. elec. studies, these studies have been limited to the use of carboxylic acid terminal groups for binding mol. wires to the ITO substrates. There is thus the need to investigate other anchoring groups with potential for binding effectively to ITO. With this aim, we have investigated the single-mol. conductance of a series of eight tolane or “”tolane-like”” mol. wires with a variety of surface binding groups. We first used gold-mol.-gold junctions to identify promising targets for ITO selectivity. We then assessed the propensity and selectivity of carboxylic acid, cyanoacrylic acid, and pyridinium-squarate to bind to ITO and promote the formation of mol. heterojunctions. We found that pyridinium squarate zwitterions display excellent selectivity for binding to ITO over gold surfaces, with contact resistivity comparable to that of carboxylic acids. These single-mol. experiments are complemented by surface chem. characterization with XPS, quartz crystal microbalance, contact angle determination, and nanolithog. using an at. force miscroscope. Finally, we report the first d.-functional theory calculations involving ITO electrodes to model charge transport through ITO-mol.-gold heterojunctions. The experimental process involved the reaction of 4-Iodopyridine(cas: 15854-87-2Computed Properties of C5H4IN)

4-Iodopyridine(cas: 15854-87-2) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Computed Properties of C5H4IN

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

《Flower-like NiCo2S4 nanosheets with high electrochemical performance for sodium-ion batteries》 was written by Miao, Yongqiang; Zhao, Xiaosen; Wang, Xin; Ma, Chenhui; Cheng, Lu; Chen, Gang; Yue, Huijuan; Wang, Lei; Zhang, Dong. Related Products of 516-12-1 And the article was included in Nano Research in 2020. The article conveys some information:

A three-dimensional flower-like NiCo2S4 formed by two-dimensional nanosheets is synthesized by a facile hydrothermal method and utilized as the anode for sodium-ion batteries. Studies have shown that materials can achieve the best performance under the ether-based electrolyte system with voltage ranging from 0.3 to 3 V, which could effectively avoid the dissolution of polysulfides and over-discharge of the material. Here, sodium storage mechanism and charge compensation behaviors of this ternary metal sulfide are comprehensively investigated by ex situ X-ray diffraction. Moreover, ex situ Raman spectra, ex situ XPS and transmission electron microscopy measurements are used to related tests for the first time. Addnl., quant. kinetic anal. unravels that sodium storage partially depends on the pseudocapacitance mechanism, resulting in good specific capacity and excellent rate performance. The initial discharge capacity is as high as 748 mAh·g-1 at a c.d. of 0.1 A·g-1 with the initial coulomb efficiency of 94%, and the capacity can still maintain at 580 mAh·g-1 with the Coulomb efficiency close to 100% after following 50 cycles. Moreover, by the long cycle test at a high c.d. of 2 A·g-1, the capacity can still reach at 376 mAh·g-1 after over 500 cycles. [graphic not available: see fulltext]. The experimental process involved the reaction of 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Related Products of 516-12-1)

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. Related Products of 516-12-1

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

《When Gold Meets Perfumes: Synthesis of Olfactive Compounds via Gold-Catalyzed Cycloisomerization Reactions》 was written by Laher, Romain; Marin, Christophe; Michelet, Veronique. Name: 1-Bromo-3-iodobenzene And the article was included in Organic Letters in 2020. The article conveys some information:

An efficient, and mild synthetic route for the preparation of functionalized volatile oxa-bicyclo[4.1.0]-hept-4-enes I [R1 = H, Me, Bn; R2 = H, Me, Ph; R3 = Me, Ph, 4-tolyl, etc.] was developed relying on the association of IPrAuCl with NaBArF. The remarkable selectivity was demonstrated on a 1 g and 25 g scale with low catalyst loadings. The synthetic utility of these low-mol.-weight enols was further demonstrated by the derivatization of some adducts and by the unprecedented olfactory evaluation of all bicyclic derivatives In the experiment, the researchers used 1-Bromo-3-iodobenzene(cas: 591-18-4Name: 1-Bromo-3-iodobenzene)

1-Bromo-3-iodobenzene(cas: 591-18-4) has been used in the preparation of 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-ene and 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene.Name: 1-Bromo-3-iodobenzene

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