Author: Jessica.F

In 2019,Angewandte Chemie, International Edition included an article by Diehl, Claudia J.; Scattolin, Thomas; Englert, Ulli; Schoenebeck, Franziska. Synthetic Route of C6H4BrI. The article was titled 《C-I-Selective Cross-Coupling Enabled by a Cationic Palladium Trimer》. The information in the text is summarized as follows:

While there is a growing interest in harnessing synergistic effects of more than one metal in catalysis, relatively little is known beyond bimetallic systems. This report describes the straightforward access to an air-stable Pd trimer and presents unambiguous reactivity data of its privileged capability to differentiate C-I over C-Br bonds in C-C bond formations (arylation and alkylation) of polyhalogenated arenes, which typical Pd0 and PdI-PdI catalysts fail to deliver. Exptl. and computational reactivity data, including the first location of a transition state for bond activation by the trimer, are presented, supporting direct trimer reactivity to be feasible. In addition to this study using 1-Bromo-3-iodobenzene, there are many other studies that have used 1-Bromo-3-iodobenzene(cas: 591-18-4Synthetic Route of C6H4BrI) was used in this study.

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.Synthetic Route of C6H4BrI Further, it is involved in the preparation of oxygen-tethered 1,6-enynes.

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

The author of 《Biosynthesis of Pd/MnO2 nanocomposite using Solanum melongena plant extract and its application for the one-pot synthesis of 5-substituted 1H-tetrazoles from aryl halides》 were Nasrollahzadeh, Mahmoud; Ghorbannezhad, Fatemeh; Sajadi, S. Mohammad. And the article was published in Applied Organometallic Chemistry in 2019. Electric Literature of C5H4IN The author mentioned the following in the article:

In this work, for the first time, Solanum melongena plant extract was used for the green synthesis of Pd/MnO2 nanocomposite via reduction of Pd(II) ions to Pd(0) and their immobilization on the surface of manganese dioxide (MnO2) nanoparticles (NPs) as an effective support. The synthesized nanocomposite was characterized by various anal. techniques such as Fourier transform IR (FT-IR), X-ray diffraction (XRD), transmission electron microscopy (TEM), field emission SEM (FESEM), energy dispersive X-ray spectroscopy (EDS), and UV-Vis spectroscopy. Pd/MnO2 nanocomposite was used as a heterogeneous catalyst for the one-pot synthesis of 5-substituted 1H-tetrazoles from aryl halides containing various electron-donating or electron-withdrawing groups in the presence of K4[Fe(CN)6] as non-toxic cyanide source and sodium azide. The products were obtained in good yields via a simple methodol. and easy work-up. The nanocatalyst can be recycled and reused several times with no remarkable loss of activity. The results came from multiple reactions, including the reaction of 4-Iodopyridine(cas: 15854-87-2Electric Literature of 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.Electric Literature of C5H4IN

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

The author of 《Orthogonal Nanoparticle Catalysis with Organogermanes》 were Fricke, Christoph; Sherborne, Grant J.; Funes-Ardoiz, Ignacio; Senol, Erdem; Guven, Sinem; Schoenebeck, Franziska. And the article was published in Angewandte Chemie, International Edition in 2019. Computed Properties of C7H7I The author mentioned the following in the article:

Although nanoparticles are widely used as catalysts, little is known about their potential ability to trigger privileged transformations as compared to homogeneous mol. or bulk heterogeneous catalysts. The authors herein demonstrate (and rationalize) that nanoparticles display orthogonal reactivity to mol. catalysts in the cross-coupling of aryl halides with aryl germanes. While the aryl germanes are unreactive in LnPd0/LnPdII catalysis and allow selective functionalization of established coupling partners in their presence, they display superior reactivity under Pd nanoparticle conditions, outcompeting established coupling partners (such as ArBPin and ArBMIDA) and allowing air-tolerant, base-free, and orthogonal access to valuable and challenging biaryl motifs. As opposed to the notoriously unstable polyfluoroaryl- and 2-pyridylboronic acids, the corresponding germanes are highly stable and readily coupled. The authors’ mechanistic and computational studies provide unambiguous support of nanoparticle catalysis and suggest that owing to the electron richness of aryl germanes, they preferentially react by electrophilic aromatic substitution, and in turn are preferentially activated by the more electrophilic nanoparticles. After reading the article, we found that the author used 1-Iodo-4-methylbenzene(cas: 624-31-7Computed Properties of C7H7I)

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.Computed Properties of C7H7I

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

The author of 《Pendant Photochromic Conjugated Polymers Incorporating a Highly Functionalizable Thieno[3,4-b]thiophene Switching Motif》 were Peters, Garvin M.; Tovar, John D.. And the article was published in Journal of the American Chemical Society in 2019. SDS of cas: 624-73-7 The author mentioned the following in the article:

The ability to externally modulate conjugated polymer optoelectronic properties is an important challenge for modern organic electronics. One attractive approach entails the incorporation of stimuli-responsive mol. systems, such as diarylethenes, into polymeric materials. Our approach involves the design of polymers possessing photochromic moieties pendant to the main conjugated chain to allow for electronic influence along the polymer backbone while avoiding substantial conformational demands that may affect solid-state performance. Herein, we report the synthesis of a series of thieno[3,4-b]thiophene (TT)-based photochromes that demonstrate drastically different optoelectronic properties upon cyclization. Exptl. and computational investigations of aryl-extended model compounds provided crucial insight on the interplay between electronic structure and photochromic activity, thus allowing for the realization of pendant photoswitchable conjugated copolymers that reflect the activity found in the related model systems.1,2-Diiodoethane(cas: 624-73-7SDS of cas: 624-73-7) was used in this study.

1,2-Diiodoethane(cas: 624-73-7) is one of 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. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.SDS of cas: 624-73-7

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

《Synthesis of All-Carbon Disubstituted Bicyclo[1.1.1]pentanes by Iron-Catalyzed Kumada Cross-Coupling》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Nugent, Jeremy; Shire, Bethany R.; Caputo, Dimitri F. J.; Pickford, Helena D.; Nightingale, Frank; Houlsby, Ian T. T.; Mousseau, James J.; Anderson, Edward A.. Category: iodides-buliding-blocks The article mentions the following:

1,3-Disubstituted bicyclo[1.1.1]pentanes (BCPs) are important motifs in drug design as surrogates for p-substituted arenes and alkynes. Access to all-carbon disubstituted BCPs via cross-coupling has to date been limited to use of the BCP as the organometallic component, which restricts scope due to the harsh conditions typically required for the synthesis of metalated BCPs. Here the authors report a general method to access 1,3-C-disubstituted BCPs from 1-iodo-bicyclo[1.1.1]pentanes (iodo-BCPs) by direct iron-catalyzed cross-coupling with aryl and heteroaryl Grignard reagents. This chem. represents the first general use of iodo-BCPs as electrophiles in cross-coupling, and the first Kumada coupling of tertiary iodides. Benefiting from short reaction times, mild conditions, and broad scope of the coupling partners, it enables the synthesis of a wide range of 1,3-C-disubstituted BCPs including various drug analogs. The experimental process involved the reaction of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Category: iodides-buliding-blocks)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) 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.Category: iodides-buliding-blocks

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

《Enantioselective Total Synthesis of Cotylenin A》 was written by Uwamori, Masahiro; Osada, Ryunosuke; Sugiyama, Ryoji; Nagatani, Kotaro; Nakada, Masahisa. Category: iodides-buliding-blocks And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

A convergent enantioselective total synthesis of cotylenin A is described. The A-ring fragment, prepared via the catalytic asym. intramol. cyclopropanation developed in our laboratory, and the C-ring fragment, prepared from a known chiral compound via a modified acyl radical cyclization, were successfully assembled by the Utimoto coupling reaction. The formidable carbocyclic eight-membered ring of cotylenin A was efficiently constructed by a palladium-mediated cyclization. All the hydroxy groups in the scaffold were stereoselectively introduced, and a modified reducing reagent, Me4NBH(O2CiPr)3, has been developed. The sugar moiety fragment was prepared via three consecutive carbon-oxygen bond-forming reactions, and the glycosylation was accomplished using Wan’s protocol. In the part of experimental materials, we found many familiar compounds, such as 1,2-Diiodoethane(cas: 624-73-7Category: iodides-buliding-blocks)

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.Category: iodides-buliding-blocks

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

《Synthesis and characterization of nitro-functionalized hydroxyl-terminated polybutadiene using N-iodosuccinimide》 was written by Ghayeni, Hamid Reza; Razeghi, Reza; Olyaei, Abolfazl. Product Details of 516-12-1 And the article was included in Polymer Bulletin (Heidelberg, Germany) in 2020. The article conveys some information:

A convenient, inexpensive and highly efficient one-pot procedure of synthesizing nitro-functionalized hydroxyl-terminated polybutadiene (Nitro-HTPB) is reported by the reaction of hydroxyl-terminated polybutadiene (HTPB) and sodium nitrite in the presence of N-iodosuccinimide in EG-EtOAc-H2O at 60°C for 24 h. The investigation of the effective parameters on the synthesis of Nitro-HTPB such as amounts of reactants, temperature and reaction time indicated that in the optimum reaction conditions, the nitration HTPB backbone is restricted to 6.7% of double bonds until the outstanding phys. and chem. properties of HTPB are retained. The Nitro-HTPB was characterized by FTIR, 1H NMR, 13C NMR, DSC and TGA. The polymer showed good thermal stability, yield of 93%, viscosity of 14.2 Pa.s-1, number average mol. weight of 2730 gmol-1 and hydroxyl value of 34 mg KOH per g. After reading the article, we found that the author used 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Product Details 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. Product Details of 516-12-1

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

Cadge, Jamie A.; Bower, John F.; Russell, Christopher A. published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《A Systematic Study of the Effects of Complex Structure on Aryl Iodide Oxidative Addition at Bipyridyl-Ligated Gold(I) Centers》.HPLC of Formula: 15164-44-0 The article contains the following contents:

A combined theor. and exptl. approach was used to study the unusual mechanism of oxidative addition of aryl iodides to [bipyAu(C2H4)]+ complexes. The modular nature of this system allowed a systematic assessment of the effects of complex structure. Computational comparisons between cationic Au and the isolobal (neutral) Pd0 and Pt0 complexes revealed similar mechanistic features, but with oxidative addition being significantly favored for the group 10 metals. Further differences between Au and Pd were seen in exptl. studies: studying reaction rates as a function of electronic and steric properties showed that ligands bearing more electron-poor functionality increase the rate of oxidative addition; in a complementary way, electron-rich aryl iodides give faster rates. This divergence in mechanism compared to Pd suggests that Ar-X oxidative addition with Au can underpin a broad range of new or complementary transformations. In the experiment, the researchers used 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

Ghosh, Prithwish; Kwon, Na Yeon; Kim, Saegun; Han, Sangil; Lee, Suk Hun; An, Won; Mishra, Neeraj Kumar; Han, Soo Bong; Kim, In Su published an article in 2021. The article was titled 《C-H Methylation of Iminoamido Heterocycles with Sulfur Ylides》, and you may find the article in Angewandte Chemie, International Edition.Synthetic Route of C3H9IOS The information in the text is summarized as follows:

The direct methylation of N-heterocycles is an important transformation for the advancement of pharmaceuticals, agrochems., functional materials, and other chem. entities. Herein, the unprecedented C(sp2)-H methylation of iminoamido heterocycles as nucleoside base analogs is described. Notably, trimethylsulfoxonium salt was employed as a methylating agent under aqueous conditions. A wide substrate scope and excellent level of functional-group tolerance were attained. Moreover, this method can be readily applied to the site-selective methylation of azauracil nucleosides. The feasibility of gram-scale reactions and various transformations of the products highlight the synthetic potential of the developed method. Combined deuterium-labeling experiments aided the elucidation of a plausible reaction mechanism. Thus, e.g., treatment of pyrazinone I with trimethylsulfoxonium iodide and KOH in H2O afforded II (91%). In the experimental materials used by the author, we found Trimethylsulfoxonium iodide(cas: 1774-47-6Synthetic Route of C3H9IOS)

Trimethylsulfoxonium iodide(cas: 1774-47-6) is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.Synthetic Route of C3H9IOS

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

Andreev, Ivan A.; Ratmanova, Nina K.; Augustin, Andre U.; Ivanova, Olga A.; Levina, Irina I.; Khrustalev, Victor N.; Werz, Daniel B.; Trushkov, Igor V. published an article in 2021. The article was titled 《Protic Ionic Liquid as Reagent, Catalyst, and Solvent: 1-Methylimidazolium Thiocyanate》, and you may find the article in Angewandte Chemie, International Edition.Recommanded Product: Trimethylsulfoxonium iodide The information in the text is summarized as follows:

We propose a new concept of the triple role of protic ionic liquids with nucleophilic anions: (a) a regenerable solvent, (b) a Broensted acid inducing diverse transformations via general acid catalysis, and (c) a source of a nucleophile. The efficiency of this strategy was demonstrated using thiocyanate-based protic ionic liquids for the ring-opening of donor-acceptor cyclopropanes. A wide variety of activated cyclopropanes were found to react with 1-methylimidazolium thiocyanate under mild metal-free conditions via unusual nitrogen attack of the ambident thiocyanate ion on the electrophilic center of the three-membered ring affording pyrrolidine-2-thiones bearing donor and acceptor substituents at the C(5) and C(3) atoms, resp., in a single time-efficient step [e.g., I → II (81%)]. The ability of 1-methylimidazolium thiocyanate to serve as a triplex reagent was exemplarily illustrated by (4+2)-annulation with 1-acyl-2-(2-hydroxyphenyl)cyclopropane, epoxide ring-opening and other organic transformations. Safety: ammonia evolution in cation metathesis reactions → carry out in fume hood. After reading the article, we found that the author used Trimethylsulfoxonium iodide(cas: 1774-47-6Recommanded Product: Trimethylsulfoxonium iodide)

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.Recommanded Product: Trimethylsulfoxonium iodide

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