Tag: 200-300

《Nucleophilic aromatic substitution for benzene derivatives: substituent rate factors from quantum chemical computations》 was written by Pankratov, Alexei N.. Application In Synthesis of 1-Chloro-4-iodo-2-nitrobenzene And the article was included in Afinidad on April 30 ,2001. The article conveys some information:

The anionic localization energies (Λ-) for the reaction of 1-chloro-2-nitro-4-substituted benzenes with the methoxide anion have been computed by the PM3 method. Substituent rate factors correlate linearly with the Λ- values. In the experiment, the researchers used 1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3Application In Synthesis of 1-Chloro-4-iodo-2-nitrobenzene)

1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Application In Synthesis of 1-Chloro-4-iodo-2-nitrobenzeneIodo 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.

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

《Amidation of aryl halides with isocyanides using a polymer-supported palladium-N-heterocyclic carbene complex as an efficient, phosphine-free and heterogeneous recyclable catalyst》 was published in Synthesis in 2014. These research results belong to Khairnar, Bhikan J.; Bhanage, Bhalchandra M.. COA of Formula: C6H3ClINO2 The article mentions the following:

The amidation of aryl halides with alkyl/aryl isocyanides to give the corresponding amides using polymer-supported palladium-N-heterocyclic carbene complex (PS-Pd-NHC) as an efficient heterogeneous recyclable catalyst is described. The catalytic system was optimized with respect to various reaction parameters giving excellent yields of the desired products. The catalyst can be easily separated by a simple filtration process and recycled further for up to four consecutive recycle without any loss of activity and selectivity. The protocol is advantageous due to the ease in handling of the catalyst, simple workup procedure, phosphine-free, and effective catalyst recyclability. The synthesis of the target compounds was achieved using polystyrene-supported bis[1,3-dihydro-1-methyl-3-(phenylmethyl)-2H-imidazol-2-ylidene]palladium diacetate as a catalyst. Starting materials included iodobenzene derivatives, bromobenzene derivatives, chlorobenzene derivatives (aryl halides) and isocyanides (isonitriles), such as (isocyano)cyclohexane, (isocyano)benzene, (isocyanomethyl)benzene, 2-isocyano-2-methylpropane (tert-Bu isocyanide). The title compounds thus formed included N-(1,1-dimethylethyl)benzamide, 3-cyano-N-(1,1-dimethylethyl)benzamide (nitrile amide), 4-[[(1,1-dimethylethyl)amino]carbonyl]benzoic acid ester, N-(1,1-dimethylethyl)-3-thiophenecarboxamide (thiophene).1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3COA of Formula: C6H3ClINO2) was used in this study.

1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3) belongs to organic iodides.COA of Formula: C6H3ClINO2 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.

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

Product Details of 15164-44-0In 2020 ,《Controllable double CF2-insertion into sp2 C-Cu bond using TMSCF3: a facile access to tetrafluoroethylene-bridged structures》 was published in Chemical Science. The article was written by Xie, Qiqiang; Zhu, Ziyue; Li, Lingchun; Ni, Chuanfa; Hu, Jinbo. The article contains the following contents:

A highly efficient method for controllable double CF2-insertion into pentafluorophenylcopper species using TMSCF3 as difluoromethylene source had been developed. The newly generated fluoroalkylcopper(I) species, C6F5CF2CF3Cu, showed good reactivity toward a myriad of structurally diverse aryl, heteroaryl and alkenyl iodides. This protocol was easy to handle, ready to scale up and applicable for the synthesis of relative complex mols., thus providing a convenient method for facile access to tetrafluoroethylene-bridged structures C6F5CF2CF2R [R = 2-thienyl, Ph, 4-NCC6H4, etc.].4-Iodobenzaldehyde(cas: 15164-44-0Product Details of 15164-44-0) was used in this study.

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.Product Details of 15164-44-0

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

Name: 1-Bromo-3-iodobenzeneIn 2021 ,《Tetrabenzeneaza macrocycle: A novel platform for universal high-performance hole transport materials》 was published in Dyes and Pigments. The article was written by Zhu, Jiangnan; Song, Wenxuan; Zhang, Tianmei; Dong, Qingchen; Huang, Jinhai; Zhou, Haitao; Su, Jianhua. The article contains the following contents:

A novel macrocycle containing tetrabenzeneaza was developed as a novel building block for hole transport materials (HTMs). Benefiting from its unique highly twisted spatial configuration, this macrocycle exhibits high triplet energy level (ET) as well as high hole mobility. Based on this aza macrocycle, 2 hole transporting materials, 2TPATPCA and 2CzTPCA, were designed and synthesized. Both 2TPATPCA and 2CzTPCA possess enough ETs, appropriate frontier orbital energy levels as well as good thermal stability, which promote them as universal HTMs in multicolor phosphorescent organic light-emitting devices (PhOLEDs) and thermally activated delayed fluorescence (TADF) OLEDs. High external quantum efficiencies (EQEs) were realized in OLEDs using the these 2 HTMs. For example, sky blue PhOLED with 2CzTPCA showed a significantly improved maximum EQE of 20.3% compared to that of the reference device using N,N’-Bis(naphthalen-1-yl)-N,N’-bis(phenyl)benzidine (NPB) (EQE of 14.2%) and 4,4′-Cyclohexylidenebis[N,N- bis(4-Me phenyl)aniline] (TAPC) (EQE of 12.2%). Green TADF OLED using 2CzTPCA as HTM also exhibit a much improved maximum EQE of 17.9% compared to that of the reference device based on NPB (EQE of 10.3%). These results indicate this tetrabenzeneaza macrocyclic is a promising building block for developing universal high-performance HTMs. In the experimental materials used by the author, we found 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

Formula: C4H4INO2In 2019 ,《1,2-trans Glycosylation via Neighboring Group Participation of 2-O-Alkoxymethyl Groups: Application to One-Pot Oligosaccharide Synthesis》 was published in Organic Letters. The article was written by Karak, Milandip; Joh, Yohei; Suenaga, Masahiko; Oishi, Tohru; Torikai, Kohei. The article contains the following contents:

The use of 2-O-alkoxymethyl groups as effective stereo-directing substituents for the construction of 1,2-trans glycosidic linkages is reported. The observed stereoselectivity arises from the intramol. formation of a five-membered cyclic architecture between the 2-O-alkoxymethyl substituent and the oxocarbenium ion, which provides the expected facial selectivity. Furthermore, the observed stereocontrol and the extremely high reactivity of 2-O-alkoxymethyl-protected donors allowed development of a one-pot sequential glycosylation strategy that should become a powerful tool for the assembly of oligosaccharides. The results came from multiple reactions, including the reaction of 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Formula: 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. Formula: C4H4INO2

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

Safety of 1-Iodo-4-methylbenzeneIn 2019 ,《A tailored polymeric cationic tag-anionic Pd(II) complex as a catalyst for the low-leaching Heck-Mizoroki coupling in flow and in biomass-derived GVL》 appeared in Green Chemistry. The author of the article were Mahmoudi, Hamed; Valentini, Federica; Ferlin, Francesco; Bivona, Lucia Anna; Anastasiou, Ioannis; Fusaro, Luca; Aprile, Carmela; Marrocchi, Assunta; Vaccaro, Luigi. The article conveys some information:

The [PdCl4]2- palladium complex was immobilized on a polystyrene-type resin loaded with pincer-type imidazolium ionic tag binding sites. The catalytic system (Pd(II)-POLI-TAG) has proved to be highly active in the definition of an efficient protocol for the Heck-Mizoroki coupling reaction under batch and flow conditions. Importantly, it is shown to be highly robust in combination with a safe non-toxic reaction medium, i.e. biomass-derived GVL, since it could be reused for multiple runs without significantly losing its activity.1-Iodo-4-methylbenzene(cas: 624-31-7Safety of 1-Iodo-4-methylbenzene) was used in this study.

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.Safety of 1-Iodo-4-methylbenzene

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

In 2022,Dong, Zhenhua; Pan, Hongguo; Gao, Pengwei; Xiao, Yongmei; Fan, Lulu; Chen, Jing; Wang, Wentao published an article in Catalysis Letters. The title of the article was 《Palladium Immobilized on a Polyimide Covalent Organic Framework: An Efficient and Recyclable Heterogeneous Catalyst for the Suzuki-Miyaura Coupling Reaction and Nitroarene Reduction in Water》.Recommanded Product: 1-Chloro-3-iodobenzene The author mentioned the following in the article:

An efficient and recyclable Pd nano-catalyst was developed via immobilization of Pd nanoparticles on polyimide linked covalent organic frameworks (PCOFs) that was facilely prepared through condensation of melamine and 3,3′,4,4′-biphenyltetracarboxylic dianhydride. The Pd nanoparticles (Pd NPs) catalyst was thoroughly characterized by FT-IR, XRD, SEM, TEM. Furthermore, the catalytic activity of Pd NPs catalyst was evaluated by Suzuki-Miyaura coupling reaction and nitroarene reduction in water, resp. The excellent yields of corresponding products revealing revealed that the Pd NPs catalyst could be applied as an efficient and reusable heterogeneous catalyst for above two reactions. In addition to this study using 1-Chloro-3-iodobenzene, there are many other studies that have used 1-Chloro-3-iodobenzene(cas: 625-99-0Recommanded Product: 1-Chloro-3-iodobenzene) was used in this study.

1-Chloro-3-iodobenzene(cas: 625-99-0) belongs to 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.Recommanded Product: 1-Chloro-3-iodobenzene

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

In 2022,Hosseinzadeh, Rahman; Aghili, Nora; Mavvaji, Mohammad published an article in Polyhedron. The title of the article was 《Synthesis and characterization of nano-cellulose immobilized phenanthroline-copper (I) complex as a recyclable and efficient catalyst for preparation of diaryl ethers, N-aryl amides and N-aryl heterocycles》.HPLC of Formula: 589-87-7 The author mentioned the following in the article:

Functionalized nanocellulose was prepared and employed for immobilization of phenanthroline-copper(I) complex to afford cellulose nanofibril grafted heterogeneous copper catalyst [CNF-phen-Cu(I)]. The activities of the synthesized catalyst were examined in the synthesis of diaryl ethers RC6H4OR1 (R = H, 4-Me, 4-Br, 4-NO2, etc.; R1 = Ph, 4-methylphenyl, 2-naphthyl, etc.) via C-O cross-coupling of phenols R1OH and aryl iodides RC6H4X (X = I, Br), as well as, the preparation of N-aryl amides/N-aryl heterocycles R2C6H4R3 (R2 = Ph, 1-naphthyl, 4-bromophenyl, etc.; R3 = benzoylamino, acetylamino, 1H-indol-1-yl, etc.) through C-N cross-coupling of amides/N-H heterocyclic compounds R3H with aryl halides R2C6H4X (X = I, Br). In this trend, various substrates containing electron-donating and electron-withdrawing groups were exploited to evaluate the generality of this catalytic protocol. Accordingly, the catalyst demonstrated remarkable catalytic efficiency for both C-N and C-O cross-coupling reactions, thereby resulting in good to excellent yields of the desired products. Furthermore, the recoverability experiments of the catalyst showed that it can be readily retrieved by simple filtration and successfully reused several times with negligible loss of its catalytic activity. In the experiment, the researchers used 1-Bromo-4-iodobenzene(cas: 589-87-7HPLC of Formula: 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,dibromostyrenesHPLC of Formula: 589-87-7

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

In 2022,Bai, Xingfeng; Zheng, Wenrui; Ge, Shaozhong; Lu, Yixin published an article in Organic Letters. The title of the article was 《Enantioselective Palladium-Catalyzed Arylborylation/Cyclization of Alkenes to Access Boryl-Functionalized Heterocyclic Compounds Containing Quaternary Stereogenic Centers》.Computed Properties of C6H5ClIN The author mentioned the following in the article:

Asym. Pd-catalyzed arylboration/cyclization of both nonactivated and activated alkenes with B2pin2 was developed. A wide range of N-allyl-o-iodobenzamides and o-iodoacryanilides reacted with B2pin2 to afford borylated 3,4-dihydroisoquinolinones and oxindoles, resp., in high yields with high enantioselectivities. The synthetic utility of this enantioselective protocol was highlighted by synthesizing various chiral 3,4-dihydroisoquinolinone and oxindole derivatives containing quaternary stereogenic C centers, including enantioenriched Roche anticancer agent (S)-RO4999200 (no study). In the part of experimental materials, we found many familiar compounds, such as 4-Chloro-2-iodoaniline(cas: 63069-48-7Computed Properties of C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Computed Properties of C6H5ClIN

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

Formula: C6H4ClIIn 2019 ,《Three-Component Aminoselenation of Arynes》 was published in Organic Letters. The article was written by Gaykar, Rahul N.; Guin, Avishek; Bhattacharjee, Subrata; Biju, Akkattu T.. The article contains the following contents:

The three-component coupling of tertiary amines, arynes, and aryl selenium bromide or diaryl diselenide as an electrophilic selenium source allowing the synthesis of 2-selanyl aniline derivatives is reported. This aminoselenation reaction of arynes installs a C-N and C-Se bond under mild conditions, and the products are formed in moderate to good yields. This reaction is compatible with various functional groups, and the preliminary studies on the mechanism of the reaction is also provided. In the experiment, the researchers used 1-Chloro-3-iodobenzene(cas: 625-99-0Formula: C6H4ClI)

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. Formula: C6H4ClI 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