Category: iodides-buliding-blocks

Zurakowski, Joseph A.; Austen, Brady J. H.; Dufour, Maeve C.; Spasyuk, Denis M.; Nelson, David J.; Drover, Marcus W. published an article in 2021. The article was titled 《Lewis Acid-Promoted Oxidative Addition at a [Ni0(diphosphine)2] Complex: The Critical Role of a Secondary Coordination Sphere》, and you may find the article in Chemistry – A European Journal.Electric Literature of C5H4IN The information in the text is summarized as follows:

Oxidative addition represents a critical elementary step in myriad catalytic transformations. Here, the importance of thoughtful ligand design cannot be overstated. In this work, we report the intermol. activation of iodobenzene (PhI) at a coordinatively saturated 18-electron [Ni0(diphosphine)2] complex bearing a Lewis acidic secondary coordination sphere. Whereas alkyl-substituted diphosphine complexes of Group 10 are known to be unreactive in such reactions, we show that [Ni0(P2BCy4)2] (P2BCy4=1,2-bis(di(3-dicyclohexylboraneyl)-propylphosphino)ethane) is competent for room-temperature PhI cleavage to give [NiII(P2BCy4)(Ph)(I)]. This difference in oxidative addition reactivity has been scrutinized computationally – an outcome that is borne out in ring-opening to provide the reactive precursor – for [Ni0(P2BCy4)2], a “”boron-trapped”” 16-electron κ1-diphosphine Ni(0) complex. Moreover, formation of [NiII(P2BCy4)(Ph)(I)] is inherent to the P2BCy4 secondary coordination sphere: treatment of the Lewis adduct, [Ni0(P2BCy4)2(DMAP)8] with PhI provides [NiII(P2BCy4)2(DMAP)8(I)]I via iodine-atom abstraction and not a [NiII(Ph)(I)(diphosphine)] compound – an unusual secondary sphere effect. Finally, the reactivity of [Ni0(P2BCy4)2] with 4-iodopyridine was surveyed, which resulted in a pyridyl-borane linked oligomer. The implications of these outcomes are discussed in the context of designing strongly donating, and yet labile diphosphine ligands for use in a critical bond activation step relevant to catalysis. 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

Carrillo, Michael J.; Lin, Wei; Endo, Yasuki published an article in 2021. The article was titled 《Microwave spectrum and iodine nuclear quadrupole coupling constants of 1,1-diiodoethane》, and you may find the article in Journal of Molecular Spectroscopy.Computed Properties of C2H4I2 The information in the text is summarized as follows:

The high resolution rotational spectroscopic observation of 1,1-diiodoethane is investigated using a pulsed jet, cavity Fourier transform microwave (FTMW) spectrometer over the frequency range 11.5-18 GHz for the first time. The rotational constants, the centrifugal distortion constants, the nuclear spin-rotation coupling constants, and the complete tensor components of the nuclear quadrupole coupling for both iodine nuclei have been determined and reported. The fitted rotational constants are A = 4548.320446(47), B = 625.629141(55), C = 558.798939(43) MHz and the nuclear quadrupole coupling constants are χaa = -1089.8125(7), χbb – χcc = -542.3162(13), |χab| = 1215.7505(10), χbc = 340.8983(14), and |χac| = 562.4206(19) MHz. No A-E splittings due to the Me group internal rotation were observed Many dipole-forbidden/elec. quadrupole coupling allowed transitions were observed in the spectrum due to the large iodine quadrupole coupling effect. Quantum chem. calculations were performed at the CCSD(T)/aug-cc-pVTZ-pp level of theory. The calculated rotational constants, centrifugal distortion constants, and hyperfine constants were used to guide the data anal. In the experiment, the researchers used 1,2-Diiodoethane(cas: 624-73-7Computed Properties of C2H4I2)

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak 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.Computed Properties of C2H4I2

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

Xiang, Cen; Kong, Xiangshun; Gao, Feng; Zhao, Yufan; Liu, Jiang; Yuan, Yuan; Teng, Yuou published an article in 2021. The article was titled 《Design, synthesis and antioxidant activity of chalcone derivative CMZ-3-5》, and you may find the article in Journal of the Chemical Society of Pakistan.Name: 1-Iodopyrrolidine-2,5-dione The information in the text is summarized as follows:

Excessive accumulation of free radicals can cause a variety of diseases. According to reports, chalcone has the activity of scavenging free radicals. In this study, we synthesized a chalcone derivative CZM-3-5 and evaluated its antioxidant activity using a chem. assessment method (2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS.+) assay, 2,2-diphenyl-1-picrylhydrazyl (DPPH.) assay and total reducing antioxidant power (FRAP) assay) and a cell model of oxidative damage induced by hydrogen peroxide (H2O2). The chem. evaluation results show that the compound CZM-3-5 has good antioxidant capacity and free radical scavenging ability. MTT anal. showed that the compound has cytoprotective activity in H2O2-induced PC12 cells, and the mechanism may be related to the cytoprotective substance superoxide dismutase (SOD) is related to the level of glutathione (GSH). Overall, our findings indicate that compound CZM-3-5 has potential antioxidant activity in vitro. In addition to this study using 1-Iodopyrrolidine-2,5-dione, there are many other studies that have used 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Name: 1-Iodopyrrolidine-2,5-dione) was used in this study.

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. Name: 1-Iodopyrrolidine-2,5-dione

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

Kim, Ahreum; Kim, Aram; Park, Sunjung; Kim, Sangji; Jo, Hongil; Ok, Kang Min; Lee, Sang Kook; Song, Jayoung; Kwon, Yongseok published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Catalytic and Enantioselective Control of the C-N Stereogenic Axis via the Pictet-Spengler Reaction》.Electric Literature of C6H5ClIN The article contains the following contents:

An unprecedented example of a chiral phosphoric acid-catalyzed atroposelective Pictet-Spengler reaction of N-arylindoles is reported. Highly enantioenriched N-aryl-tetrahydro-β-carbolines with C-N bond axial chirality are obtained via dynamic kinetic resolution The hydrogen bond donor introduced on the bottom aromatic ring, forming a secondary interaction with the phosphoryl oxygen, is essential to achieving high enantioselectivity. A wide variety of substituents are tolerable with this transformation to provide up to 98% ee. The application of electron-withdrawing group-substituted benzaldehydes enables the control of both axial and point stereogenicity. Biol. evaluation of this new and unique scaffold shows promising antiproliferative activity and emphasizes the significance of atroposelective synthesis. After reading the article, we found that the author used 4-Chloro-2-iodoaniline(cas: 63069-48-7Electric Literature of C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Electric Literature of C6H5ClIN

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

Tamizharasan, Natarajan; Hallur, Gurulingappa; Suresh, Palaniswamy published their research in Journal of Organic Chemistry in 2021. The article was titled 《Palladium-Catalyzed Direct α-Arylation of Indane-1,3-dione to 2-Substituted Indene-1,3-diones》.Product Details of 15854-87-2 The article contains the following contents:

A straightforward and feasible palladium-catalyzed direct α-arylation of indane-1,3-dione to 2-substituted aryl/heteroaryl indene-1,3-diones such as I [R1 = Ph, 3-FC6H4, 2,3-di-ClC6H3, etc.; R2 = H, 5-OMe] using aryl triflates/iodides was disclosed for the first time. Optimization of reaction conditions identified tBu-XPhos as a preferred ligand for the bis(acetonitrile)dichloropalladium(II) catalyst. A broad spectrum of aryl iodides and aryl triflates containing electron-donating, electron-withdrawing, and sterically hindered substituents gave an excellent yield for the quick access α-arylated 1,3-diones library I.4-Iodopyridine(cas: 15854-87-2Product Details of 15854-87-2) was used in this study.

4-Iodopyridine(cas: 15854-87-2) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Product Details of 15854-87-2

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

He, Yu-Ping; Cao, Jian; Wu, Hua; Wang, Qian; Zhu, Jieping published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Catalytic Enantioselective Aminopalladation-Heck Cascade》.Recommanded Product: 4-Chloro-2-iodoaniline The article contains the following contents:

Domino processes initiated by intramol. nucleopalladation of alkynes have been developed into powerful synthetic tools for the synthesis of functionalized heterocycles. However, a catalytic enantioselective version of this class of reactions remains scarce. We report herein that reaction of 2-alkynylanilines with prochiral cyclopentenes in the presence of a catalytic amount of Pd(OAc)2, a chiral bidentate pyrox ligand and O2 as terminal oxidant affords the structurally diverse indole-cyclopentene conjugates, e.g., I, bearing two stereocenters in a highly diastereo- and enantio-selective manner. One of the products is converted to a heavily functionalized tetracyclic indolinone derivative The experimental part of the paper was very detailed, including the reaction process of 4-Chloro-2-iodoaniline(cas: 63069-48-7Recommanded Product: 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Recommanded Product: 4-Chloro-2-iodoaniline

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

《Gold Catalyzed Decarboxylative Cross-Coupling of Iodoarenes》 was written by Daley, Ryan A.; Morrenzin, Aaron S.; Neufeldt, Sharon R.; Topczewski, Joseph J.. Reference of 1-Iodonaphthalene And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Decarboxylative cross-coupling of (hetero)aryl carboxylates with iodoarenes in the presence of a gold cata-lyst (>25 examples, up to 96% yield) was reported. This reaction was site specific, which overcomes prior limitations associated with gold cat-alyzed oxidative coupling reactions. The reactivity of the (hetero)aryl carboxylate correlated qual. to the field effect pa-rameter (Fortho). Reactions with isolated gold complexes and DFT calculations supported a mechanism proceeding through oxida-tive addition at a gold(I) cation with decarboxylation being viable at either gold(I) or silver(I) species.1-Iodonaphthalene(cas: 90-14-2Reference of 1-Iodonaphthalene) was used in this study.

1-Iodonaphthalene(cas: 90-14-2) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak 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.Reference of 1-Iodonaphthalene

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

《Synthesis of Acyclic Aliphatic Amides with Contiguous Stereogenic Centers via Palladium-Catalyzed Enantio-, Chemo- and Diastereoselective Methylene C(sp3)-H arylation》 was written by Han, Ye-Qiang; Yang, Xu; Kong, Ke-Xin; Deng, Yao-Ting; Wu, Le-Song; Ding, Yi; Shi, Bing-Feng. Category: iodides-buliding-blocks And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

The enantioselective desymmetrizing C-H activation of α-gem-dialkyl acyclic amides remains challenging because the availability of four chem. identical unbiased methylene C(sp3)-H bonds and increased rotational freedoms of the acyclic systems add tremendous difficulties for chemo- and stereocontrol. We have developed a method for the synthesis of acyclic aliphatic amides with α,β-contiguous stereogenic centers via PdII-catalyzed asym. arylation of unbiased methylene C(sp3)-H, in good yields and with high levels of enantio-, chemo- and diastereoselectivity [up to >99% ee and >20:1 d.r.; e.g., amide I + PhI → II (75%, > 20:1 d.r., 98% ee)]. Successive application of this method enables the sequential arylation of the gem-dialkyl groups with two different aryl iodides, giving a range of β-Ar1-β’-Ar2-aliphatic acyclic amides containing three contiguous stereogenic centers with excellent diastereoselectivity. In the experiment, the researchers used many compounds, for example, 3-Iodophenol(cas: 626-02-8Category: iodides-buliding-blocks)

3-Iodophenol(cas: 626-02-8) 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. Category: iodides-buliding-blocks Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.

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

《Excimer formation of aryl iodides chemisorbed on gold nanoparticles for the significant enhancement of photoluminescence》 was published in Journal of Physical Chemistry Letters in 2020. These research results belong to Maity, Prasenjit; Sasai, Kenji; Dhital, Raghu Nath; Sakai, Hayato; Hasobe, Taku; Sakurai, Hidehiro. Quality Control of 4-Iodobenzoic acid The article mentions the following:

The photoluminescence properties of aryl iodides chemisorbed on gold nanoparticles were examined Chemisorption of a series of aryl iodides onto poly(N-vinylpyrrolidone)-protected Au nanoparticles (Au:PVP) in solution resulted in highly enhanced luminescence. Kinetic studies revealed that the photoluminescence is derived from the excimer formation of aryl iodides on Au:PVP, and the process is significantly faster than intersystem crossing by the heavy atom. After reading the article, we found that the author used 4-Iodobenzoic acid(cas: 619-58-9Quality Control of 4-Iodobenzoic acid)

4-Iodobenzoic acid(cas: 619-58-9) 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. Quality Control of 4-Iodobenzoic acid Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.

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

《Regioselective Monohalogenation and Homo/Hetero Dihalogenation of Benzothioxanthene Monoimide》 was published in European Journal of Organic Chemistry in 2020. These research results belong to Dalinot, Clement; Simon Marques, Pablo; Andres Castan, Jose M.; Josse, Pierre; Allain, Magali; Abad Galan, Laura; Monnereau, Cyrille; Maury, Olivier; Blanchard, Philippe; Cabanetos, Clement. Name: 1-Iodopyrrolidine-2,5-dione The article mentions the following:

Through the preparation and characterization of five new derivatives, the regioselective mono and di, homo and hetero, halogenation of the benzothioxanthene (BTXI) core is demonstrated herein. All structurally solved by X-ray crystallog., these complementary functionalized building blocks open doors to the design of new sym. and asym. π-conjugated systems based on this promising but still under-explored rylene. In the experimental materials used by the author, we found 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Name: 1-Iodopyrrolidine-2,5-dione)

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. Name: 1-Iodopyrrolidine-2,5-dione

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