Category: iodides-buliding-blocks

In 2019,New Journal of Chemistry included an article by Li, Ze-Lin; Wu, Peng-Yu; Cai, Chun. COA of Formula: C4H4INO2. The article was titled 《Nickel-catalyzed regioselective C-H halogenation of electron-deficient arenes》. The information in the text is summarized as follows:

A straightforward Ni(II)-catalyzed general strategy was developed for the ortho-halogenation of electron-deficient arenes such as benzamide, benzenesulfonamide, Me benzoate, etc. with easily available halogenating reagents N-halosuccinimides (NXS; X = Br, Cl and I). The transformation was highly regioselective and a wide substrate scope and functional group tolerance were observed This discovery could be of great significance for the selective halogenation of amides, benzoic esters and other substances with guiding groups. Mechanistic investigations were also described. The experimental process involved the reaction of 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1COA of Formula: 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. COA of Formula: C4H4INO2

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

In 2018,Pick, Fraser S.; Leznoff, Daniel B.; Fryzuk, Michael D. published 《Redox behaviour of ([fc(NPiPr2)2]Fe)2, formation of an iron-iron bond and cleavage of azobenzene》.Dalton Transactions published the findings.Recommanded Product: 1,2-Diiodoethane The information in the text is summarized as follows:

The redox behavior of the dimeric tetrairon complex, ([fc(NPiPr2)2]Fe)2 (where fc(NPiPr2)2 = 1,1′-(C5H4NPiPr2)2Fe) has been investigated. Upon reduction with KC8 an Fe-Fe bond is formed with the complex maintaining a high spin configuration and having the formula [K(THF)6]([fc(NPiPr2)2]Fe)2. In contrast, oxidation of the complex is ligand based; for example, addition of the 1,2-diiodoethane (I2 equivalent) results in the formation of the monomeric iron(II) diiodide [fc(NiPr2I)2]FeI2 wherein the phosphine is oxidized. The dimeric tetrairon complex reacts photolytically with azobenzene, cleaving the N:N double bond and forming the new monomeric bis(phosphoramidate) iron complex. [fc(NP(NPh)iPr2)2]Fe. Characterization of these paramagnetic complexes was accomplished by magnetic susceptibility studies and x-ray analyses. The experimental part of the paper was very detailed, including the reaction process of 1,2-Diiodoethane(cas: 624-73-7Recommanded Product: 1,2-Diiodoethane)

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.Recommanded Product: 1,2-Diiodoethane

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

In 2016,Broman, Soeren Lindbaek; Andersen, Cecilie Lindholm; Jevric, Martyn; Tortzen, Christian Gregers; Hammerich, Ole; Nielsen, Mogens Broendsted published 《Metal cation binding to acetylenic tetrathiafulvalene-pyridine conjugates: affinity tuned by preorganization and cavity size》.Tetrahedron published the findings.Electric Literature of C2H4I2 The information in the text is summarized as follows:

A series of three structurally related mono-, bidentate and macrocyclic TTF-pyridine hosts were prepared and titrated with several metal cations including Ag+ and Pb2+ and studied using NMR- and UV-vis spectroscopy and cyclic voltammetry. For Ag+, we found an eightfold increase in binding affinity between the bidentate and macrocyclic host and conversely, for Pb2+, a 100-fold drop. D. functional theory (DFT) calculations support the increased binding affinity for Ag+ is due to an N···N distance for the uncomplexed macrocycle very much suited for binding of Ag+ but being too small for Pb2+. The bidentate host, on the other hand, is of a suitable size for Pb2+.1,2-Diiodoethane(cas: 624-73-7Electric Literature of C2H4I2) was used in this study.

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.Electric Literature of C2H4I2

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

In 2017,Polymer Chemistry included an article by Meng, Fandian; Li, Yunzhi; Zhang, Wenjie; Li, Shuhua; Quan, Yiwu; Cheng, Yixiang. Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene. The article was titled 《Circularly polarized luminescence based chirality transfer of the chiral BINOL moiety via rigid π-conjugation chain backbone structures》. The information in the text is summarized as follows:

Three kinds of chiral BINOL-based polymers could be synthesized by polymerization in a Pd-catalyzed cross-coupling reaction. The resulting chiral polymers can exhibit strong mirror image Cotton effects. Interestingly, only P2 and P3 can emit circularly polarized luminescence (CPL) signals, which can be attributed to the chirality transfer of the BINOL moiety via the rigid π-conjugation chain backbone structure system. This work can develop a new strategy for the design of novel CPL materials. The results came from multiple reactions, including the reaction of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Application In Synthesis 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. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.

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

SDS of cas: 189518-78-3On March 20, 2020, Osakabe, Hiroto; Saito, Shota; Miyagawa, Masamichi; Suga, Takuya; Uchikura, Tatsuhiro; Akiyama, Takahiko published an article in Organic Letters. The article was 《Enantioselective Dehydroxyhydrogenation of 3-Indolylmethanols by the Combined Use of Benzothiazoline and Chiral Phosphoric Acid: Construction of a Tertiary Carbon Center》. The article mentions the following:

An enantioselective hydrogen transfer reaction of indolylmethanol, I (R = H, Me, Bn; R1 = Me, i-Pr, Ph, t-Bu; Ar = C6H5, 4-ClC6H4, CCC6H5, etc.; X = H, Me, OMe, Br) which is characterized by the combined use of 2,3-dihydro-2-(2-naphthalenyl)benzothiazole and a newly synthesized chiral phosphoric acid II (Y = 4-Ph-2,6-(i-Pr)2C6H2) has been described. The reaction furnished indoles (R)-III bearing a chiral tertiary carbon center at the 3-position in high to excellent yields and with excellent enantioselectivities, most of which are greater than 95% ee. The chiral indole (R)-III (R = Me; R1 = t-Bu; Ar = 4-BrC6H4; X = H) was converted into an inhibitor of leukotriene production while retaining excellent ee.(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3SDS of cas: 189518-78-3) was used in this study.

(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.SDS of cas: 189518-78-3

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

HPLC of Formula: 189518-78-3On September 16, 2011 ,《Enantioselective Conjugate Addition of Alkenylboronic Acids to Indole-Appended Enones》 was published in Organic Letters. The article was written by Lundy, Brian J.; Jansone-Popova, Santa; May, Jeremy A.. The article contains the following contents:

An enantioselective addition of alkenylboronic acids and alkynylboronic esters to unprotected indole-appended enones is reported. This transformation proceeds with high enantioselectivity and high product yields via the use of catalytic amounts of 3,3′-bis(pentafluorophenyl)-BINOL and Mg(Ot-Bu)2. A range of α-branched indole derivatives, e.g., I, are available from the transformation.(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3HPLC of Formula: 189518-78-3) was used in this study.

(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. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.HPLC of Formula: 189518-78-3

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

《Palladium nanoparticles encapsuled in MOF: An efficient dual-functional catalyst to produce benzylmalononitrile derivatives by one-pot reaction》 was written by Zhang, Yu-Yang; Zhou, Mei-Li; Bao, Yan-Sai; Yang, Ming; Cui, Yong-He; Liu, Da-Liang; Wu, Qiong; Liu, Lin; Han, Zheng-Bo. HPLC of Formula: 15164-44-0This research focused onzeolite type metal organic framework encapsulated palladium nanocatalyst preparation; benzylmalononitrile preparation; alkyne malononitrile halobenzaldehyde Sonogashira Knoevenagel palladium nanocatalyst; alkene malononitrile halobenzaldehyde Heck Knoevenagel palladium nanocatalyst. The article conveys some information:

Herein, Pd nanoparticles were loaded on a zeolite-type metal-organic framework (MOF) (MIL-101(Cr)-NH2) via post-synthetic impregnation approach to form composites Pd@MIL-101(Cr)-NH2. In addition, the obtained dual-functional Pd@MIL-101(Cr)-NH2 showed great catalytic performance (>99% yields) in the one-pot Sonogashira-Knoevenagel and Heck-Knoevenagel reactions. Furthermore, all characterization methods showed that catalyst with Pd-Bronsted base had high stability to avoid metal agglomeration, leaching, and still maintained high activity after 6 cycles under the same circumstances. These reactions had potential significance for the production of benzylmalononitrile derivatives with high economic benefits. In the experiment, the researchers used many compounds, for example, 4-Iodobenzaldehyde(cas: 15164-44-0HPLC of Formula: 15164-44-0)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.HPLC of Formula: 15164-44-0

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

Recommanded Product: 624-31-7In 2022 ,《Trans-ferulic acid valorization into stilbene derivatives via tandem decarboxylation/Heck coupling using Pd/Al-SBA-15 materials》 was published in Materials Today Chemistry. The article was written by Maties, G.; Gonzalez-Arellano, C.; Luque, R.; Montejano-Nares, E.; Ivars-Barcelo, F.; Pineda, A.. The article contains the following contents:

Pd-containing Al-SBA-15 materials were prepared and characterized in view of their utilization in the two-step valorization of trans-ferulic acid into stilbenes via tandem decarboxylation/Mizoroki-Heck coupling. Materials were found to be highly active and selective in the proposed chemistries, with quant. conversion to target products under mild reaction conditions. Relevant insights on catalyst deactivation via sintering (Pd nanoparticles agglomeration) were also observed for the synthesized materials. In the experiment, the researchers used many compounds, for example, 1-Iodo-4-methylbenzene(cas: 624-31-7Recommanded Product: 624-31-7)

1-Iodo-4-methylbenzene(cas: 624-31-7) is used in wide range of medicals industrial applications as well as in pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.Recommanded Product: 624-31-7

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

In 2022,Nallagonda, Rajender; Musaev, Djamaladdin G.; Karimov, Rashad R. published an article in ACS Catalysis. The title of the article was 《Light-Promoted Dearomative Cross-Coupling of Heteroarenium Salts and Aryl Iodides via Nickel Catalysis》.Safety of 4-Iodobenzaldehyde The author mentioned the following in the article:

Herein, the coupling of aryl iodides, e.g., Ph iodide with pyridinium and related heteroarenium salts, e.g., I catalyzed by Ni/bpp and an Ir photocatalyst using Zn as a terminal reductant was reported. This methodol. tolerates a wide range of functional groups and allows the coupling of aryl and heteroaryl iodides, thus significantly expanding the scope of nitrogen heterocycle scaffolds, e.g., II that could be prepared through dearomatization of heteroarenes. The reaction products have been further functionalized to prepare various nitrogen heterocycles. Initial mechanistic studies indicate that the reaction described herein goes through a unique mechanism involving dimers of dihydroheteroarenes. In the experiment, the researchers used many compounds, for example, 4-Iodobenzaldehyde(cas: 15164-44-0Safety of 4-Iodobenzaldehyde)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Safety of 4-Iodobenzaldehyde

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

In 2022,Maiti, Sudip; Li, Yingzi; Sasmal, Sheuli; Guin, Srimanta; Bhattacharya, Trisha; Lahiri, Goutam Kumar; Paton, Robert S.; Maiti, Debabrata published an article in Nature Communications. The title of the article was 《Expanding chemical space by para-C-H arylation of arenes》.Electric Literature of C7H5IO The author mentioned the following in the article:

A robust catalytic system that displayed unique efficacy toward para-arylation of highly functionalized substrates such as drug entities, giving access to structurally diversified biaryl scaffolds, e.g., I was developed. This diversification process provided access to an expanded chem. space for further exploration in drug discovery. Further, the applicability of the transformation was realized through the synthesis of drug mols. bearing a biphenyl fragment. Computational and exptl. mechanistic studies further provided insight into the catalytic cycle operative in this versatile C-H arylation protocol. In the experiment, the researchers used many compounds, for example, 4-Iodobenzaldehyde(cas: 15164-44-0Electric Literature of C7H5IO)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Electric Literature of C7H5IO

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