Tag: M.W=200-250

Durka, Krzysztof; Lulinski, Sergiusz; Serwatowski, Janusz; Wozniak, Krzysztof published the artcile< Influence of Fluorination and Boronic Group Synergy on the Acidity and Structural Behavior of o-Phenylenediboronic Acids>, Application of C6H3F2I, the main research area is crystal mol structure phenyldiboronic acid fluorinated preparation acidity dehydration.

The solid-state and solution structural properties and acidity of fluorinated 1,2-phenylenediboronic acids were studied. Solution NMR studies indicate that these compounds equilibrate with their dehydrated forms, in the simplest case presumably possessing the cyclic benzoxadiborole structure. Ab initio calculations showed that the stability of such cyclic semianhydrides is improved by fluorination of the aromatic ring and complexation of one of the B centers with H2O. This was demonstrated by the crystal structure determination of tetrafluoro-1,2-phenylenediboronic acid. The coordinated H2O mol. participates in very strong intermol. H bonding with the OH group bonded to the four-coordinate B center (dO···O = 2.423(2) Å, Eint = -87 kJ mol-1). In fact this compound is an oxonium, i.e., Bronsted acid, which is exceptional for boronic acids. Under different crystallization conditions, tetrafluoro-1,2-phenylenediboronic acid dimerizes by aggregation of boronic groups, which gives an uncommon eight-membered B4O4 ring. Such a coordination dimer exists as the boat conformer, featuring π-π interactions of fluorinated aromatic rings. The enhanced acidity of 1,2-phenylenediboronic acids can be rationalized in terms of a synergic effect of two adjacent boronic groups and is manifested by relatively low pKa values ranging from 6.0 (1,2-phenylenediboronic acid) to only 3.0 for the perfluorinated derivative

Organometallics published new progress about Boronic acids Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), PROC (Process), RACT (Reactant or Reagent), PREP (Preparation) (phenylboronic acids). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Application of C6H3F2I.

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

Rausis, Thierry; Schlosser, Manfred published the artcile< The basicity gradient-driven migration of iodine: conferring regioflexibility on the substitution of fluoroarenes>, Recommanded Product: 1,4-Difluoro-2-iodobenzene, the main research area is benzoic acid fluoro iodo preparation; naphthalenecarboxylic acid fluoro iodo preparation; benzene fluoro iodo preparation; naphthalene fluoro iodo preparation; fluorobenzene lithiation iodination carboxylation; migration basicity iodine fluoroarene; rearrangement lithiation iodine fluoroarene; fluorobenzoic acid iodo preparation; fluoronaphthalenecarboxylic iodo preparation; fluoroiodobenzene lithiation carboxylation rearrangement.

Six different fluoroarenes were submitted to the same transformations. Direct deprotonation with alkyllithium or lithium dialkylamide as reagents and subsequent carboxylation afforded acids. These included 2,6-difluorobenzoic acid, 3,6-difluoro-2-iodobenzoic acid, 2-fluoro-6-iodobenzoic acid, 2-fluoro-3-iodobenzoic acid, 2,3-difluoro-4-iodobenzoic acid and 1-fluoro-2-naphthalenecarboxylic acid. If the aryllithium intermediate was trapped with iodine rather than with dry ice, an iodofluoroarene (2, 7, 12, 17, 19, and 24) was formed. Iodoarenes included 1,3-difluoro-2-iodobenzene, 1,4-difluoro-2,3-diiodobenzene, 1-fluoro-2,3-diiodobenzene, 2-fluoro-1,3-diiodobenzene, 2,3-difluoro-1,4-diiodobenzene, and 1-fluoro-2-iodonaphthalene. These, upon treatment with lithium diisopropylamide, underwent deprotonation and iodine migration. The resulting new aryllithium species was intercepted either by carboxylation, to give 2,6-difluoro-3-iodobenzoic acid, 2,5-difluoro-3,6-diiodobenzoic acid, 2-fluoro-3,6-diiodobenzoic acid, 2,3-difluoro-4,6-diiodobenzoic acid, and 1-fluoro-3-iodo-2-naphthalenecarboxylic acid, or by neutralization to produce the iodofluoroarenes which included 2,4-difluoro-1-iodobenzene, 1,4-difluoro-2,5-diiodobenzene, 2-fluoro-1,4-diiodobenzene, 1-fluoro-3-iodonaphthalene. The latter family of compounds was converted into another set of acids, which included 2,4-difluorobenzoic acid, 2,5-difluoro-4-iodobenzoic acid, 1-fluoro-3-naphthalenecarboxylic acid, by subsequent treatment with butyllithium or isopropylmagnesium chloride and carbon dioxide.

European Journal of Organic Chemistry published new progress about Aromatic hydrocarbons Role: SPN (Synthetic Preparation), PREP (Preparation) (fluoroiodo). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Recommanded Product: 1,4-Difluoro-2-iodobenzene.

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

Bennett, Frank; Kezar, Hollis S.; Girijavallabhan, Vinay; Huang, Yuhua; Huelgas, Regina; Rossman, Randall; Shih, Neng-Yang; Piwinski, John J.; MacCoss, Malcolm; Kwong, Cecil D.; Clark, Jeremy L.; Fowler, Anita T.; Geng, Feng; Roychowdhury, Abhijit; Reynolds, Robert C.; Maddry, Joseph A.; Ananthan, Subramaniam; Secrist, John A.; Li, Cheng; Chase, Robert; Curry, Stephanie; Huang, Hsueh-Cheng; Tong, Xiao; George Njoroge, F.; Arasappan, Ashok published the artcile< Pyridofuran substituted pyrimidine derivatives as HCV replication (replicase) inhibitors>, Application In Synthesis of 188057-20-7, the main research area is regioselective alkylation carbocyclic nucleoside preparation antiviral structure activity; pyridofuran pyrimidine nucleoside preparation antiviral replicase inhibitor HCV benzofuran.

Introduction of nitrogen atom into the benzene ring of a previously identified HCV replication (replicase) benzofuran inhibitor I (X = CH), resulted in the discovery of the more potent pyridofuran analog I (X = N). Subsequent introduction of small alkyl and alkoxy ligands into the pyridine ring resulted in further improvements in replicon potency. Replacement of the 4-chloro moiety on the pyrimidine core with a Me group, and concomitant mono-alkylation of the C-2 amino moiety resulted in the identification of several inhibitors with desirable characteristics. Nucleoside inhibitor II (R = CF3, R1 = Et, R2 = H; R = cyclopropyl, R1 = OEt, R2 = Me), from the mono-substituted pyridofuran and inhibitor 50 from the disubstituted series displayed excellent potency, selectivity (GAPDH/MTS CC50) and PK parameters in all species studied, while the selectivity in the thymidine incorporation assay (DNA·CC50) was low.

Bioorganic & Medicinal Chemistry Letters published new progress about Antiviral agents. 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Application In Synthesis of 188057-20-7.

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

Gandeepan, Parthasarathy; Mo, Jiayu; Ackermann, Lutz published the artcile< Photo-induced copper-catalyzed C-H chalcogenation of azoles at room temperature>, Recommanded Product: 1,4-Difluoro-2-iodobenzene, the main research area is thiazole aryl halide sulfur copper catalyst photochem thioarylation; arylthio thiazole preparation green chem; aryl halide thiazole selenium copper catalyst photochem thioarylation; arylselanyl thiazole preparation green chem.

Inexpensive copper catalysts enabled direct C-H chalcogenations at ambient temperature by means of photo-induced catalysis. The expedient copper catalysis set the stage for C-S and C-Se bond formation from readily accessible non-volatile elemental chalcogens. The photo-assisted copper catalysis manifold proved suitable for a wide range of substrates with good functional group tolerance and exhibited high catalytic efficacy even at a reaction temperature of 25°.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Recommanded Product: 1,4-Difluoro-2-iodobenzene.

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

Lu, Xiaofeng; Sun, Jibin; Liu, Yu; Shao, Jiafeng; Ma, Longfei; Zhang, Shangxi; Zhao, Jinlian; Shao, Yongliang; Zhang, Hao-Li; Wang, Zhaohui; Shao, Xiangfeng published the artcile< Decorating Tetrathiafulvalene (TTF) with Fluorinated Phenyls through Sulfur Bridges: Facile Synthesis, Properties, and Aggregation through Fluorine Interactions>, Quality Control of 2265-92-1, the main research area is fluorinated phenyl TTF derivative preparation aggregation CV UVVis; C-S coupling; TTF derivatives; electrochemistry; fluorine interactions; photochemistry.

Tetrathiafulvalene derivatives (TTF1-TTF9) bearing fluorinated Ph groups attached through the sulfur bridges have been synthesized by employing a copper-mediated C-S coupling reaction of C6H5-xFxI (x = 1, 2, 5) and a zinc-thiolate complex, (TBA)2[Zn(DMIT)2] (TBA = tetra-Bu ammonium, DMIT = 1,3-dithiole-2-thione-4,5-dithiolate), as the key step. Particularly, the selective synthesis of C6F5-substituted (TTF8) and C6F4-fused (TTF9) TTFs from C6F5I is disclosed. The physicochem. properties and crystal structures of these TTFs are fully investigated by UV/Vis absorption spectra, cyclic voltammetry, MO calculation, and single-crystal X-ray diffraction. The exchange of hydrogen vs. fluorine on the peripheral Ph groups show a notable influence on both the electronic and crystallog. natures of the resulting TTFs: (1) lowering both the HOMO and the LUMO energy levels, (2) modulating the electrochem. properties by regioselective and/or the degree of fluorination, (3) enhancing the driving forces of stacking by multiple fluorine interactions (F···S, C-F···π/πF, C-F···F-C, and C-F···H). This work indicates that the decoration with fluorinated phenyls holds promise to produce functional TTFs with novel electronic and aggregation features.

Chemistry – A European Journal published new progress about Aggregation. 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Quality Control of 2265-92-1.

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

Olah, George A.; Wang, Qi; Sandford, Graham; Surya Prakash, G. K. published the artcile< Synthetic methods and reactions. 181. Iodination of deactivated aromatics with N-iodosuccinimide in trifluoromethanesulfonic acid (NIS-CF3SO3H) via in situ generated superelectrophilic iodine(I) trifluoromethanesulfonate>, Category: iodides-buliding-blocks, the main research area is iodination aromatic iodosuccinimide trifluoromethanesulfonic acid.

Deactivated aromatic compounds are readily iodinated by N-iodosuccinimide in trifluoromethanesulfonic acid (triflic acid) in good yields. Thus, PhNO2 was treated with NIS-CF3SO3H to give 3-iodonitrobenzene in 86% yield. The novel iodination is suggested to involve in situ generated and protosolvated iodine(I) trifluoromethanesulfonate.

Journal of Organic Chemistry published new progress about 2265-92-1. 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Category: iodides-buliding-blocks.

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

Boyle, Benjamin T.; Koniarczyk, J. Luke; McNally, Andrew published the artcile< Facile Pyridine SNAr Reactions via N-Phosphonium-Pyridinium Intermediates>, Safety of 4-Iodopyridin-3-ol, the main research area is pyridine nucleophilic aromatic substitution reaction halopyridine phosphine; phosphonium pyridinium intermediate; SNAr reaction; phosphonium salts; pyridines; pyridinium salts.

Here we report that N-phosphonium pyridinium intermediates are unusually reactive for pyridine SNAr reactions. Specifically, forming phosphonium salts from halopyridines typically requires elevated temperatures and Lewis acid additives. The alternative activation mode described in this paper permits C-P bond formation to occur at ambient temperatures in many cases, and functions across a broad range of substrates.

Synlett published new progress about Nucleophilic aromatic substitution reaction. 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Safety of 4-Iodopyridin-3-ol.

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

You, Tingjie; Zeng, Si-Hao; Fan, Jianqiang; Wu, Liangliang; Kang, Fangyuan; Liu, Yungen; Che, Chi-Ming published the artcile< A soluble iron(II)-phthalocyanine-catalyzed intramolecular C(sp3)-H amination with alkyl azides>, SDS of cas: 2265-92-1, the main research area is pyrrolidine preparation; alkyl azide ditertbutyl dicarbonate amination iron catalyst.

Herein, a soluble iron(II)-phthalocyanine, [FeII(tBu4Pc)(py)2] (Pc = phthalocyaninato(2-)), as an effective catalyst in intramol. C(sp3)-H bond amination, with alkyl azides e.g., (4-azidobutyl)benzene as the nitrogen source, to afford the amination products e.g., I in moderate to excellent yields with a broad substrate scope was described.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkyl azides Role: RCT (Reactant), RACT (Reactant or Reagent). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, SDS of cas: 2265-92-1.

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

Gao, Yuan; Sachinthani, K. A. Niradha; Zheng, Chao; Jarrett-Wilkins, Charlie; Johnston, Andrew; Sun, Meng-Jia; Najarian, Amin Morteza; Wang, Ya-Kun; Saidaminov, Makhsud I.; de Arquer, F. Pelayo Garcia; Seferos, Dwight S.; Hoogland, Sjoerd; Sargent, Edward H. published the artcile< Self-Aligned Non-Centrosymmetric Conjugated Molecules Enable Electro-Optic Perovskites>, Safety of 3-Fluoro-4-iodobenzonitrile, the main research area is self aligned non centrosym conjugated mol electro optic perovskite.

Solution-processed organic electro-optic (EO) chromophores are well suited for integration in optical modulators on silicon photonics chips. They contain highly conjugated mols. with polar functional groups offering large dipoles and a large nonlinear optical response. However, these mols. form centrosym. aggregates that hinder poling efficiency and the resultant macroscopic EO response. Furthermore, at elevated temperatures, the alignment of poled mols. can be lost, leading to a reduction in the EO response. Inorganic EO materials exhibit excellent thermal stability but lower performance. Here 2D metal halide perovskite scaffolds that align EO mols. are reported. The approach heralds a material design strategy that combines the features of organic and inorganic EO materials. The EO material exhibits promising thermal stability with a performance approaching that of organic EO materials. Anchor diammonium non-centrosym. mols. are anchored inside a 2D metal halide perovskite scaffold, thereby avoiding aggregation. The authors lever the thermal stability of this compound and pole the organic mols. under an elec. field at 533 K. The 2D perovskites exhibit a macroscopic EO coefficient of 68 pm V-1-a twofold increase over LiNbO3. D. functional theory calculations show that the in-plane alignment of the mol. dipole moments can account for the EO response.

Advanced Optical Materials published new progress about Density functional theory. 887266-99-1 belongs to class iodides-buliding-blocks, and the molecular formula is C7H3FIN, Safety of 3-Fluoro-4-iodobenzonitrile.

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

Wray, Victor; Lincoln, David N. published the artcile< The additivity of substituent effects upon J(FF) in polysubstituted fluorobenzenes: an update>, Quality Control of 2265-92-1, the main research area is fluorine spin coupling substituent effect.

Substituent constants nJFF values (n = 2-5) and calculated unperturbed couplings are reported for 1,2,3-, 1,2,4-, 1,3,2-, 1,3,4-, 1,3,5-, and 1,4,2-F2RC6H3 (R = NH2, OH, F, Cl, Br, I, CF3, CN, NO2). Substituent effects on 3JFF values are additive. A previous anal. (Abraham, R. J.; MacDonald, D. B.; Pepper, E. S., 1968) of 4JFF and 5JFF is updated.

Organic Magnetic Resonance published new progress about Aryl fluorides Role: PRP (Properties). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Quality Control of 2265-92-1.

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