Month: October 2022

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

In 2022,Wu, Yu; Wu, Feng-Wei; Zhou, Kun; Li, Yiming; Chen, Lei; Wang, Shuang; Xu, Zhen-Yuan; Lou, Shao-Jie; Xu, Dan-Qian published an article in Chemical Communications (Cambridge, United Kingdom). The title of the article was 《Rapid access to 9-arylfluorenes and spirobifluorenes through Pd-catalyzed C-H arylation/deaminative annulation》.Recommanded Product: 1-Bromo-3-iodobenzene The author mentioned the following in the article:

Herein, a facile synthesis of 9-arylfluorenes and spirobifluorenes from readily available 1,1-diarylmethylamines and iodoarenes through Pd-cataylzed C(sp2)-H arylation and a sequential deaminative annulation is reported. The reaction features high efficiency and simplicity of operation, constituting an interesting shortcut to access fluorene compounds In the experimental materials used by the author, we found 1-Bromo-3-iodobenzene(cas: 591-18-4Recommanded Product: 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.Recommanded Product: 1-Bromo-3-iodobenzene Further, it is involved in the preparation of oxygen-tethered 1,6-enynes.

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

In 2022,Pickhardt, Wilm; Beakovic, Claudio; Mayer, Maike; Wohlgemuth, Maximilian; Kraus, Fabien Joel Leon; Etter, Martin; Gratz, Sven; Borchardt, Lars published an article in Angewandte Chemie, International Edition. The title of the article was 《The Direct Mechanocatalytic Suzuki-Miyaura Reaction of Small Organic Molecules》.Quality Control of 4-Iodobenzaldehyde The author mentioned the following in the article:

The mol. Suzuki cross-coupling reaction was conducted mechanochem., without solvents, ligands, or catalyst powders. Utilizing one catalytically active palladium milling ball, products could be formed in quant. yield in as little as 30 min. In contrast to previous reports, the adjustment of milling parameters led to the complete elimination of abrasion from the catalyst ball, thus enabling the first reported systematic catalyst anal. XPS, in situ XRD, and reference experiments provided evidence that the milling ball surface was the location of the catalysis, allowing a mechanism to be proposed. The versatility of the approach was demonstrated by extending the substrate scope to deactivated and even sterically hindered aryl iodides and bromides. The experimental part of the paper was very detailed, including the reaction process of 4-Iodobenzaldehyde(cas: 15164-44-0Quality Control 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.Quality Control of 4-Iodobenzaldehyde

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

In 2022,Srilaxmi, Dandamudi; Reddy, Alugubelli Gopi; Sireesha, Reddymasu; Rao, Pasupuleti Visweswara; Kiran, M. Ravi; Kolli, Deepti; Rao, Mandava Venkata Basaveswara published an article in Russian Journal of General Chemistry. The title of the article was 《Design and Synthesis of Different Aryl Substituted 1,3,4-Oxadiazole-imidazo[1,5-a]pyridine Derivatives as Anticancer Agents》.Synthetic Route of C5H4IN The author mentioned the following in the article:

A new series of 1,3,4-oxadiazole incorporated imidazo[1,5-a]pyridine derivatives I (Ar = 4-OMeC6H4, 4-NCC6H4, 4-O2NC6H4, etc.) was prepared Anticancer activity of all the obtained compounds was investigated by employing MTT assay. Among them, six compounds showed most prominent anticancer activity than etoposide. In the part of experimental materials, we found many familiar compounds, such as 4-Iodopyridine(cas: 15854-87-2Synthetic Route 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.Synthetic Route of C5H4IN

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