Category: iodides-buliding-blocks

In 2022,Wang, Xiu; Pan, Shitao; Luo, Qinyu; Wang, Qian; Ni, Chuanfa; Hu, Jinbo published an article in Journal of the American Chemical Society. The title of the article was 《Controllable Single and Double Difluoromethylene Insertions into C-Cu Bonds: Copper-Mediated Tetrafluoroethylation and Hexafluoropropylation of Aryl Iodides with TMSCF2H and TMSCF2Br》.Electric Literature of C7H5IO The author mentioned the following in the article:

The selective difluoromethylene insertion into a C-Cu bond is a challenging task and is currently limited to either a single CF2 insertion into CuCF3 or double CF2 insertions into CuC6F5 (or (Z)-CF3CF = CFCu). Achieving both selective single and double CF2 insertions into the same C-Cu bond is even more difficult. Herein, highly controllable single and double CF2 insertions into CuCF2H species with a TMSCF2Br reagent have been described, affording two previously unknown fluoroalkylcopper species “”Cu(CF2)nCF2H”” (n = 1 and 2) independently under different reaction conditions. This work represents the first example of both single and double CF2 insertions into the same C-Cu bond in a highly selective manner. The synthetic value of the obtained “”Cu(CF2)nCF2H”” (n = 1 and 2) species is demonstrated by their reactions with aryl iodides, halogenation agents, and cinnamyl chloride, which enables the direct transfer of HCF2CF2 and HCF2CF2CF2 moieties into organic mols. The key to controllable fluorocarbon chain elongation from C1 to C2 and from C1 to C3 is presumably attributed to the different reactivities of “”Cu(CF2)nCF2H”” species (n = 0, 1, 2 and 3) and the loading of the TMSCF2Br reagent. 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

Oda, Susumu; Kawakami, Bungo; Yamasaki, Yuki; Matsumoto, Ryuji; Yoshioka, Mayu; Fukushima, Daisuke; Nakatsuka, Soichiro; Hatakeyama, Takuji published an article in 2022. The article was titled 《One-Shot Synthesis of Expanded Heterohelicene Exhibiting Narrowband Thermally Activated Delayed Fluorescence》, and you may find the article in Journal of the American Chemical Society.Formula: C6H4ClI The information in the text is summarized as follows:

An expanded heterohelicene consisting of three BN2-embedded [4]helicene subunits (V-DABNA-Mes) was synthesized by 1-shot triple borylation. The key to success is the excessive use of B tribromide in an autoclave. Based on the multiple resonance effect of three B and six N atoms, V-DABNA-Mes exhibited a narrowband sky-blue thermally activated delayed fluorescence with a full width at half-maximum of 16 nm. The resonating π-extension minimized the singlet-triplet energy gap and enabled rapid reverse intersystem crossing with a rate constant of 4.4 × 105 s-1. The solution-processed organic light-emitting diode device, employed as an emitter, exhibited a narrowband emission at 480 nm with a high external quantum efficiency of 22.9%. The experimental process involved the reaction of 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. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.Formula: C6H4ClI

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

Tang, Ying-Jie; Fang, Wen-Le; Ren, Kui; Guo, Xiao-Feng; Wang, Hong published an article in 2021. The article was titled 《A turn-on homodimer fluorescent probe based on homo-FRET for the sensing of biothiols in lysosome: a trial of a new turn-on strategy》, and you may find the article in Analyst (Cambridge, United Kingdom).HPLC of Formula: 15164-44-0 The information in the text is summarized as follows:

Fluorescence resonance energy transfer (FRET) is often applied to construct fluorescent probes for acquiring high selectivity and sensitivity. According to the FRET theory, a homodimer composed of two identical fluorophores with a small Stokes shift has only weak fluorescence due to homo-FRET between fluorophores, and the fluorescence could be recovered after the destruction of the homodimer. In this study, we designed and synthesized a homodimer fluorescent probe, namely 1,3,5,7-tetramethyl-8-(4′-phenylthiophenol)-boron difluoride-dipyrrole methane dimer (D-TMSPB), based on this turn-on strategy. In D-TMSPB, the disulfide moiety was selected as the response moiety of biothiols, and BODIPY fluorophore was chosen as both donor and acceptor in FRET due to the ultra-small Stokes shifts and obvious overlap of its excitation/emission peak. D-TMSPB exhibited only weak fluorescence. After selective reaction with biothiols, FRET was destroyed and the derivative exhibited strong fluorescence at 514 nm with the limit of detection of about 0.15 μM for GSH. Notably, the derivative of biothiols shows remarkable fluorescence only in acidic conditions, which accords with the internal environment of lysosome. Thus, D-TMSPB was applied to image the biothiols of lysosome in living cells. The turn-on fluorescence of D-TMSPB indicated that homo-FRET is a practical strategy to design turn-on fluorescent probes, particularly for the sensing mechanism based on leaving groups.4-Iodobenzaldehyde(cas: 15164-44-0HPLC of Formula: 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.HPLC of Formula: 15164-44-0

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

Capilato, Joseph N.; Pellegrinelli, Peter J.; Bernard, Josephine; Schnorbus, Logan; Philippi, Shane; Mattiucci, Joseph; Hoy, Erik P.; Perez, Lark J. published their research in Organic & Biomolecular Chemistry in 2021. The article was titled 《Acetyl nitrate mediated conversion of methyl ketones to diverse carboxylic acid derivatives》.Reference of 4-Iodobenzoic acid The article contains the following contents:

The development of a novel acetyl nitrate mediated oxidative conversion of Me ketones to carboxylic acid derivatives is described. By analogy to the haloform reaction and supported by exptl. and computational investigation authors propose a mechanism for this transformation. In the experiment, the researchers used 4-Iodobenzoic acid(cas: 619-58-9Reference of 4-Iodobenzoic acid)

4-Iodobenzoic acid(cas: 619-58-9) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.Reference of 4-Iodobenzoic acidHalogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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

Gao, Qianwen; Wu, Chenggui; Deng, Shuang; Li, Lisha; Liu, Ze-Shui; Hua, Yu; Ye, Jinxiang; Liu, Chang; Cheng, Hong-Gang; Cong, Hengjiang; Jiao, Yinchun; Zhou, Qianghui published their research in Journal of the American Chemical Society in 2021. The article was titled 《Catalytic Synthesis of Atropisomeric o-Terphenyls with 1,2-Diaxes via Axial-to-Axial Diastereoinduction》.Recommanded Product: 1-Iodonaphthalene The article contains the following contents:

A modular and convergent strategy for the assembly of atropisomeric o-terphenyls with 1,2-diaxes via palladium/chiral norbornene cooperative catalysis and axial-to-axial diastereoinduction was reported. Readily available aryl iodides, 2,6-substituted aryl bromides and potassium aryl trifluoroborates were used as the building blocks, laying the foundation for diversity-oriented synthesis of these scaffolds (46 examples). Other features included the unique axial-to-axial diastereoinduction mode, construction of two axes in a single operation and step economy. DFT calculations were performed to rationalize the axial-to-axial diastereoinduction process. Synthetic utilities of this method in preparation of atropisomeric oligophenyls, chiral catalysts and ligands were demonstrated. In the experiment, the researchers used 1-Iodonaphthalene(cas: 90-14-2Recommanded Product: 1-Iodonaphthalene)

1-Iodonaphthalene(cas: 90-14-2) 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.Recommanded Product: 1-Iodonaphthalene

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

Martin, M. Trinidad; Marin, Mario; Maya, Celia; Prieto, Auxiliadora; Nicasio, M. Carmen published their research in Chemistry – A European Journal in 2021. The article was titled 《Ni(II) Precatalysts Enable Thioetherification of (Hetero)Aryl Halides and Tosylates and Tandem C-S/C-N Couplings》.Category: iodides-buliding-blocks The article contains the following contents:

Ni-catalyzed C-S cross-coupling reactions have received less attention compared with other C-heteroatom couplings. Most reported examples comprise the thioetherification of most reactive aryl iodides with aromatic thiols. The use of C-O electrophiles in this context is almost uncharted. Here, the authors describe that preformed Ni(II) precatalysts of the type NiCl(allyl)(PMe2Ar’) (Ar’=terphenyl group) efficiently couple a wide range of (hetero)aryl halides, including challenging aryl chlorides, with a variety of aromatic and aliphatic thiols. Aryl and alkenyl tosylates are also well tolerated, demonstrating, for the first time, to be competent electrophilic partners in Ni-catalyzed C-S bond formation. The chemoselective functionalization of the C-I bond in the presence of a C-Cl bond allows for designing site-selective tandem C-S/C-N couplings. The formation of the two C-heteroatom bonds takes place in a single operation and represents a rare example of dual electrophile/nucleophile chemoselective process.4-Iodopyridine(cas: 15854-87-2Category: iodides-buliding-blocks) was used in this study.

4-Iodopyridine(cas: 15854-87-2) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Category: iodides-buliding-blocks

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

《Experimental and computational evidence on gold-catalyzed regioselective hydration of phthalimido-protected propargylamines: an entry to β-amino ketones》 was written by Marsicano, Vincenzo; Arcadi, Antonio; Aschi, Massimiliano; Michelet, Veronique. Safety of 1-Bromo-3-iodobenzene And the article was included in Organic & Biomolecular Chemistry in 2020. The article conveys some information:

The results of investigations on the Au-catalyzed regioselective hydration reaction of both alkyl- and aryl-substituted N-propargyl phthalimides I (R = CH3, C6H5, 2-thienyl, etc.) directed to the selective formation of the corresponding β-phthalimido ketones II are described. Exptl. data, in particular the observed regioselectivity, have been qual. supported by quantum-chem. calculations carried out on model systems in the framework of D. Functional Theory (DFT) followed by quantum theory of atoms in mols. (QTAIMS). The results suggest that the electronic features of the initial adduct between the propargyl triple bond and the Au(I) catalyst, in particular the character of the gold-triple bond interaction, are essential for the observed regioselectivity. Other effects, such as the presence of the solvent and the formation of a H-bond between the water mol. and the phthalimido moiety, although apparently irrelevant for the regioselectivity, have proven to be kinetically and catalytically rather important.1-Bromo-3-iodobenzene(cas: 591-18-4Safety of 1-Bromo-3-iodobenzene) 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.Safety of 1-Bromo-3-iodobenzene

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

《Low-Dimensional Hybrid Indium/Antimony Halide Perovskites: Supramolecular Assembly and Electronic Properties》 was written by Nicholas, Aaron D.; Halli, Ryan N.; Garman, Leah C.; Cahill, Christopher L.. HPLC of Formula: 15854-87-2 And the article was included in Journal of Physical Chemistry C in 2020. The article conveys some information:

The phenomenon of quantum confinement in hybrid low-dimensional lead-free perovskite derivatives continues to hinder the development of these materials for electron carrier devices such as next-generation solar cells. Spatial separation of metal-halide octahedra within crystal structures yields materials with greater moisture and photodegradation resistance, but at the expense of desired photophys. properties such as small band gaps. We report the synthesis and characterization of an unexplored isomorphic series of perovskite derivatives consisting of isolated dimeric metal-halide M2X104- (M = In, Sb; X = Cl, Br) anions charge-balanced with halopyridinium cations. Assembly of these species results in a supramol. network via extensive noncovalent interactions and may be described as a pseudo-zero-dimensional arrangement. Despite the low dimensionality, these materials display semiconductive optical band-gap energies owing to the appearance of an intermediate band due to hybridization of metal-halide at. and MOs. Low-temperature luminescence measurements provide evidence of electron delocalization where photoexcited metal/halide electrons are captured by organic cations via energetically accessible π* MOs, separating electron/hole pairs. Natural bonding orbital (NBO) calculations reveal that metal hybridization is more pronounced in compounds containing Sb3+ and can be influenced by noncovalent interactions between anionic and cationic building units.4-Iodopyridine(cas: 15854-87-2HPLC of Formula: 15854-87-2) was used in this study.

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.HPLC of Formula: 15854-87-2

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

《Discovery of novel liver X receptor inverse agonists as lipogenesis inhibitors》 was written by Chen, Ziyang; Chen, Hao; Zhang, Zizhen; Ding, Peng; Yan, Xin; Li, Yanwen; Zhang, Songxuan; Gu, Qiong; Zhou, Huihao; Xu, Jun. Category: iodides-buliding-blocks And the article was included in European Journal of Medicinal Chemistry in 2020. The article conveys some information:

Based on the co-crystal structures of LXRβ and its agonists (spiro [pyrrolidine-3,3′-oxindole] derivatives) discovered by us previously, we designed and synthesized a compound library to explore the agonistic activities. The library was screened with luciferase reporter assays, interestingly, it resulted in the discovery of 10 LXR inverse agonists besides 5 LXR agonists. To clarify the mechanism of the actions, we conducted mol. dynamics (MD) simulations on the LXR and inverse agonists complexes, and revealed that H3, H11 and H12 configurations are the key to turn on agonism or inverse agonism status for LXR. Binding tightly with H3, pushing H11 out and destabilizing H12 could form a bigger hydrophobic groove to accommodate NCOR1 to turn on LXR inverse agonism. The inverse agonist 10rr was further studied, and found as a lipogenesis inhibitor through down-regulating LXR target genes SREBP-1c, ACC, FAS and SCD-1, and demonstrated lipid-lowering effects in 3T3-L1 cells, HepG2 cells and mice with Triton WR-1339-induced hyperlipidemia. Therefore, we have proved that LXR inverse agonists can be promising agents for hyperlipidemia treatment. The experimental part of the paper was very detailed, including the reaction process of 1-Chloro-3-iodobenzene(cas: 625-99-0Category: iodides-buliding-blocks)

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. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.Category: iodides-buliding-blocks

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

Ayer, Maxime; Bolli, Rico S.; Chesman, Anthony S. R.; Forsyth, Craig M.; Jeffery, Justine L.; Liepa, Andris J.; Morawska, Karolina M.; Ozga, Theo; Francis, Craig L. published their research in ARKIVOC (Gainesville, FL, United States) in 2021. The article was titled 《Some new 2,8-disubstituted-1,7-dicyano-3,9-diazaperylenes》.Reference of 3-Iodophenol The article contains the following contents:

Concise synthetic protocols for a range of new 2,8-disubstituted-1,7-dicyano-3,9-diazaperylenes, starting from com. available 1,5-diaminoanthraquinone, have been developed, which enable the introduction of various tertiary-amino, substituted-ethynyl, and aryl groups at the C2 and C8 positions, as well as incorporation of aryl-amino groups at the C4 and C10 positions, of the rare 3,9-diazaperylene system. This methodol. should enable tuning of phys. and optoelectronic properties and may find use in the discovery of new materials for organic photovoltaic devices or other organic electronic applications. The experimental process involved the reaction of 3-Iodophenol(cas: 626-02-8Reference of 3-Iodophenol)

3-Iodophenol(cas: 626-02-8) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Reference of 3-IodophenolIodo 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