Category: iodides-buliding-blocks

The author of 《Construction of Highly Emissive Pt(II) Metallacycles upon Irradiation》 were Qin, Yi; Zhang, Ying; Yin, Guangqiang; Wang, Yuxuan; Zhang, Changwei; Chen, Lijun; Tan, Hongwei; Li, Xiaopeng; Xu, Lin; Yang, Haibo. And the article was published in Chinese Journal of Chemistry in 2019. Formula: C5H4IN The author mentioned the following in the article:

Photoswitchable or photoactivatable fluorescent species have been found wide applications within supramol. chem. and materials science. In this study, we successfully constructed two highly emissive Pt(II) metallacycles from the diarylethene ligands via coordination-driven self-assembly. Different from the most known fluorescent metallacycles, the obtained metallacycles have displayed “”turn-on”” fluorescence switching. They are non-fluorescent in solution, but they emit highly yellow or orange fluorescence under UV irradiation The metallacycles were well characterized by 1H NMR, 31P NMR and ESI-TOF-MS. The photochromic properties of the resultant metallacycles were investigated by 1H NMR, 31P NMR, UV/Vis spectrum and fluorescence spectrum. Notably, NMR studies revealed that these two metallacycles featured excellent cyclization efficiency (90% conversion efficiency). Moreover, the closed-ring isomers of the metallacycles displayed relatively high quantum yield (ΦF = 0.5). DFT simulations demonstrated that the antiparallel configuration of the diarylethene ligand had an angle closed to 120°, which was more stable in energy compared to the parallel configuration, thus allowing for the facile construction of highly emissive metallacycles. We believe that such highly emissive metallacycles which are in-situ prepared upon irradiation can be used as new fluorescence materials for sensing and bioimaging in the future. The experimental part of the paper was very detailed, including the reaction process of 4-Iodopyridine(cas: 15854-87-2Formula: C5H4IN)

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.Formula: C5H4IN

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

In 2019,Advanced Synthesis & Catalysis included an article by Lu, Hao; Li, Zheng. Safety of 1-Chloro-3-iodobenzene. The article was titled 《Palladium-Catalyzed One-Pot Four-Component Synthesis of β-Cyano-α,β-unsaturated Ketones Using Calcium Carbide as an Acetylene Source and Potassium Hexacyanoferrate(II) as an Eco-Friendly Cyanide Source》. The information in the text is summarized as follows:

Palladium-catalyzed one-pot four-component synthesis of β-cyano-α,β-unsaturated ketones (Ar)(CN)C=CH(C(O)Ar1) [Ar = Ph, 4-MeC6H4, 2-FC6H4, etc.; Ar1 = Ph, 3-BrC6H4, 4-F3CC6H4, etc.] was reported via reaction of aryl halides, calcium carbide, potassium hexacyanoferrate(II) and aroyl chlorides. The salient features of this protocol were the direct use of easy-to-handle acetylene source and eco-friendly cyanide source, wide scope of substrates with good functional group tolerance and simple work-up procedure. After reading the article, we found that the author used 1-Chloro-3-iodobenzene(cas: 625-99-0Safety of 1-Chloro-3-iodobenzene)

1-Chloro-3-iodobenzene(cas: 625-99-0) 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.Safety of 1-Chloro-3-iodobenzene

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

In 2019,Organic Chemistry Frontiers included an article by Cai, Libo; Zhu, Xiaoyi; Chen, Jiayi; Lin, Aijun; Yao, Hequan. Reference of Trimethylsulfoxonium iodide. The article was titled 《Rh(III)-Catalyzed C-H activation/annulation of salicylaldehydes with sulfoxonium ylides for the synthesis of chromones》. The information in the text is summarized as follows:

A rhodium(III)-catalyzed C-H activation/annulation of salicylaldehydes e.g., 2-OHC6H4CHO with sulfoxonium ylides RC(O)CH=S(O)(CH3)CH3 (R = Ph, t-Bu, cyclohexyl, thiophen-2-yl, etc.) has been developed for the formation of 2-substituted chromones e.g., I in good yields with broad functional group tolerance. The utility of this strategy was showcased by the late-stage modification of some biol. active mols. Moreover, structurally diverse 2,3-disubstituted chromones II (R1 = Cl, CF3, diethoxyphosphoroso, etc.) were also constructed by the C3 C-H functionalization reactions.Trimethylsulfoxonium iodide(cas: 1774-47-6Reference of Trimethylsulfoxonium iodide) was used in this study.

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.Reference of Trimethylsulfoxonium iodide

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

In 2019,Advanced Synthesis & Catalysis included an article by Tu, Zhi; Du, Yi; Cao, Xiaoji; Liu, Yunyun. SDS of cas: 589-87-7. The article was titled 《Tunable Single and Double γ-C-H Arylation of Phenylacetamides Directed by o-Aminophenols》. The information in the text is summarized as follows:

The cheap and easily available o-aminophenols (OAPs) have been identified as practical directing component for the Pd-catalyzed aromatic γ-C-H bond arylation of phenylacetamides. Notably, the selective single and double arylation of the C-H bond(s) in the γ-potion has been independently realized by simply modifying reaction conditions. The catalytic system of Pd(CF3OO)2/K2S2O8/K2CO3 enables the selective single C-H arylation. On the other hand, the catalysis of Pd(OAc)2 in the presence of KIO3/K2CO3 induces the selective arylation of both γ-C-H bonds. The experimental part of the paper was very detailed, including the reaction process of 1-Bromo-4-iodobenzene(cas: 589-87-7SDS of cas: 589-87-7)

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,dibromostyrenesSDS of cas: 589-87-7

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

In 2019,Journal of Organic Chemistry included an article by Yu, Fazhi; Mao, Runyu; Yu, Mingcheng; Gu, Xianfeng; Wang, Yonghui. Electric Literature of C7H7I. The article was titled 《Generation of Aryl Radicals from Aryl Halides: Rongalite-Promoted Transition-Metal-Free Arylation》. The information in the text is summarized as follows:

A practical method for the generation of aryl radicals from aryl halides is reported. Rongalite as a precursor of super electron donors was used to initiate a series of electron-catalyzed reactions under mild conditions. These transition-metal-free radical chain reactions enable the efficient formation of C-C, C-S, and C-P bonds through homolytic aromatic substitution or SRN1 reactions. Moreover, the synthesis of antipsychotic drug quetiapine was performed on gram scale through the described method. This protocol demonstrated its potential as a promising arylation method in organic synthesis. The experimental process involved the reaction of 1-Iodo-4-methylbenzene(cas: 624-31-7Electric Literature of C7H7I)

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.Electric Literature of C7H7I

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

In 2018,Lo, Chen-Tsyr; Isawa, Yuta; Nakabayashi, Kazuhiro; Mori, Hideharu published 《Design of ion-conductive core-shell nanoparticles via site-selective quaternization of triazole-triazolium salt block copolymers》.European Polymer Journal published the findings.Formula: C2H4I2 The information in the text is summarized as follows:

Triazolium-based ion-conductive nanoparticles (NPs) with crosslinked cores were synthesized using a self-assembled block copolymer comprising N-vinyl-4-ethyl-1,2,4-triazolium bis(trifluoromethanesulfonyl)imide (NVETri-NTf2) and N-vinyl-1,2,4-triazole (NVTri) and site-selective crosslinking quaternization in a selective solvent. Four different dihalide compounds, namely diiodoethane, diiodooctane, dibromoethane, and dibromooctane, afforded four core-shell NPs NP(C2-I), NP(C8-I), NP(C2-Br), and NP(C8-Br), resp. DLS analyses demonstrated the formation of stable NPs with uniform sizes (mean diameter = 192 nm for NP(C2-I), 196 nm for NP(C8-I), and 195 nm for NP(C2-Br)). Among these, NP(C2-Br) exhibited the highest ionic conductivities. In the presence of 30 wt% ionic liquid, high ionic conductivities of 1.26 × 10-3, 3.31 × 10-4, and 1.36 × 10-4 S/cm were achieved with solid-state NP(C2-Br) at 90, 55, and 25°C, resp., which are due to the enhanced segmental mol. motion and the formation of a preferable ionic-conductive path composed of the hydrophobic ionic-liquid based shell with the added ionic liquid In addition to this study using 1,2-Diiodoethane, there are many other studies that have used 1,2-Diiodoethane(cas: 624-73-7Formula: 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.Formula: C2H4I2

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

Senthilkumar, N.; Dominic Ravichandran, Y.; Rajesh, R. published their research in Tetrahedron Letters on December 10 ,2014. The article was titled 《A concise Pd catalyzed cross coupling reaction along with deprotection for the synthesis of a new series of pyrimidine derivatives》.Related Products of 3993-79-1 The article contains the following contents:

A new series of pyrimidine compounds bearing 2-amino, 4-azepanone, and 5-aryl substituents (e.g. I)w were synthesized for the first time from the com. available 2-amino-4-hydroxypyrimidine. The key step in the reaction is a conceptually new single step palladium-catalyzed cross coupling along with the deprotection of N,N-diisopropylformimidamide using bis(triphenylphosphine)palladium(II) dichloride [PdCl2(PPh3)2]. After reading the article, we found that the author used 2-Amino-5-iodopyrimidin-4(1H)-one(cas: 3993-79-1Related Products of 3993-79-1)

2-Amino-5-iodopyrimidin-4(1H)-one(cas: 3993-79-1) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Related Products of 3993-79-1

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

Safety of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthaleneOn October 14, 2013 ,《Asymmetric Intramolecular Hydroamination of Allenes using Mononuclear Gold Catalysts》 was published in Organometallics. The article was written by Michon, Christophe; Medina, Florian; Abadie, Marc-Antoine; Agbossou-Niedercorn, Francine. The article contains the following contents:

The intramol. gold-catalyzed asym. hydroamination of allenes was studied by screening a series of mononuclear gold(I) and (III) complexes in combination with silver salts. Among the various chiral monophosphine and diaminocarbene ligands tried, the best catalysts arose from mononuclear gold(I) complexes synthesized from BINOL-based phosphoramidite ligands. The latest were improved by addition of bulky substituents at specific positions of the BINOL scaffold. The resulting gold(I) complexes were combined with selected silver salts to afford efficient catalysts for intramol. hydroamination of allenes at room temperature or below, with good conversions and enantioselectivities. In the experimental materials used by the author, we found (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Safety 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Safety of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene

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

Category: iodides-buliding-blocksOn November 11, 1998 ,《Molecular recognition of pyranosides by a family of trimeric, 1,1′-binaphthalene-derived cyclophane receptors》 appeared in Helvetica Chimica Acta. The author of the article were Baehr, Anja; Droz, Anne Sophie; Puentener, Martin; Neidlein, Ulf; Anderson, Sally; Seiler, Paul; Diederich, Francois. The article conveys some information:

The synthesis and carbohydrate-recognition properties of optically active cyclophane receptors I [R = PhCH2O, R1 = H; R, R1 = H; R = H, R1 = Ph(CH2)2], in which 3 1,1′-binaphthalene-2,2′-diol spacers are interconnected by 3 1,3-butadiyne-1,4-diyl linkers, are described. The macrocycles all contain highly preorganized cavities lined with 6 convergent OH groups for H-bonding and complementary in size and shape to monosaccharides. The preparation of the more planar, D3-sym. receptors (R,R,R)-I (R = PhCH2O, R1 = H) and (S,S,S)-I [R = PhCH2O, R1 = H; R, R1 = H; R = H, R1 = Ph(CH2)2] involved as key step the Glaser-Hay cyclotrimerization of the corresponding OH-protected 3,3′-diethynyl-1,1′-binaphthalene-2,2′-diol precursors, which yielded tetrameric and pentameric macrocycles in addition to the desired trimeric compounds The synthesis of the less planar, C2-sym. receptors (R,R,S)-I (R, R1 = H) and (S,S,R)-I [R = H, R1 = Ph(CH2)2] proceeded via 2 Glaser-Hay coupling steps. The flat D3-sym. receptors (R,R,R)- and (S,S,S)-I (R = PhCH2O, R1 = H) formed 1:1 cavity inclusion complexes with octyl 1-O-pyranosides in CDCl3 (300 K) with moderate stability (ΔG0 ≈ -3 kcal mol-1) as well as moderate diastereo- [Δ(ΔG0) ≤ 0.7 kcal mol-1] and enantioselectivity [Δ(ΔG0) = 0.4 kcal mol-1]. Stoichiometric 1:1 complexation by (S,S,S)-I [R, R1 = H; R = H, R1 = Ph(CH2)2] could not be investigated by 1H-NMR binding titrations, due to very strong signal broadening. This broadening of the 1H-NMR resonances is presumably indicative of higher-order associations, in which the planar macrocycles sandwich the carbohydrate guests. The less planar C2-sym. receptor (S,S,R)-I [R = H, R1 = Ph(CH2)2] formed stable 1:1 complexes with binding free-enthalpies of up to ΔG0 = -5.0 kcal mol-1. With diastereoselectivities up to Δ(ΔG0) = 1.3 kcal mol-1 and enantioselectivities of Δ(ΔG0) = 0.9 kcal mol-1, (S,S,R)-I [R = H, R1 = Ph(CH2)2] is among the most selective artificial carbohydrate receptors known. In the experimental materials used by the author, we found (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Category: iodides-buliding-blocks)

(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. 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

《Transition-Metal-, Additive-, and Solvent-Free [3+3] Annulation of RCF2-Imidoyl Sulfoxonium Ylides with Cyclopropenones to Give Multifunctionalized CF3-Pyridones》 was written by Wen, Si; Chen, Yanhui; Tian, Qingyu; Zhang, Yuqing; Cheng, Guolin. Product Details of 1774-47-6This research focused ontriaryl trifluoromethylpyridone preparation green chem; imidoyl sulfoxonium ylide cyclopropenone annulation. The article conveys some information:

An efficient and practical strategy was developed to synthesize 1,3,4-triaryl-6-trifluoromethylpyridones from CF3-imidoyl sulfoxonium ylides and cyclopropenones in good to excellent yields. This stepwise [3+3] annulation reaction was carried out under transition-metal-, additive-, and solvent-free conditions, generating 1 equiv of DMSO as byproduct and tolerating a series of functional groups. The experimental part of the paper was very detailed, including the reaction process of Trimethylsulfoxonium iodide(cas: 1774-47-6Product Details of 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.Product Details of 1774-47-6

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