Durka, Krzysztof’s team published research in Organometallics in 2014-04-14 | 2265-92-1

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.

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

Jia, Shiqi’s team published research in Journal of the American Chemical Society in 2018-06-13 | 2265-92-1

Journal of the American Chemical Society published new progress about Addition reaction catalysts, stereoselective. 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, SDS of cas: 2265-92-1.

Jia, Shiqi; Chen, Zhili; Zhang, Nan; Tan, Yu; Liu, Yidong; Deng, Jun; Yan, Hailong published the artcile< Organocatalytic Enantioselective Construction of Axially Chiral Sulfone-Containing Styrenes>, SDS of cas: 2265-92-1, the main research area is alkynylnaphthol sulfinate organocatalytic addition; styrene sulfone enantioselective preparation.

Described herein is an organocatalytic enantioselective approach for the construction of axially chiral sulfone-containing styrenes, e.g., I. Various axially chiral sulfone-containing styrene compounds were prepared with excellent enantioselectivities (up to >99% ee) and almost complete E/Z selectivities (>99% E/Z). Furthermore, the axially chiral sulfone-containing styrenes could be easily converted into phosphonic acid and S/P ligands, which could be potentially used as organocatalysts or ligands in asym. catalysis.

Journal of the American Chemical Society published new progress about Addition reaction catalysts, stereoselective. 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

Huang, Shengli’s team published research in Organic & Biomolecular Chemistry in 2019 | 2265-92-1

Organic & Biomolecular Chemistry published new progress about Alkenes Role: SPN (Synthetic Preparation), PREP (Preparation). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, SDS of cas: 2265-92-1.

Huang, Shengli; Chen, Zhili; Mao, Hui; Hu, Fangli; Li, Dongmei; Tan, Yu; Yang, Fengqing; Qin, Wenling published the artcile< Metal-free difunctionalization of alkynes to access tetrasubstituted olefins through spontaneous selenosulfonylation of vinylidene ortho-quinone methide (VQM)>, SDS of cas: 2265-92-1, the main research area is selenovinyl sulfone regioselective diastereoselective preparation; alkynylnaphthol selenosulfonylation selenosulfonate.

A metal-free difunctionalization of alkynes to access tetrasubstituted olefins through spontaneous selenosulfonylation of vinylidene ortho-quinone methide (VQM) was described herein. The reaction was conducted under mild conditions without any catalysts or additives. Preliminary mechanism studies revealed that the formation of VQM was the key for this alkyne di-functionalization reaction. The reaction could be applied in the enantioselective asym. synthesis of axially chiral styrene. Furthermore, the selenosulfonylation adducts can be transformed into useful naphtho[2,1-b]furan and benzofuran scaffolds.

Organic & Biomolecular Chemistry published new progress about Alkenes Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Yuan, Yang’s team published research in Organic Letters in 2019-07-05 | 2265-92-1

Organic Letters published new progress about Aryl halides 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.

Yuan, Yang; Wu, Xiao-Feng published the artcile< Direct Access to 1,1-Dicarbonyl Sulfoxonium Ylides from Aryl Halides or Triflates: Palladium-Catalyzed Carbonylation>, Recommanded Product: 1,4-Difluoro-2-iodobenzene, the main research area is palladium catalyst carbonylation aryl halide triflate carbonyl sulfoxonium ylide; dicarbonyl sulfoxonium ylide preparation.

The synthesis of 1,1-dicarbonyl sulfoxonium ylides by palladium-catalyzed carbonylation of aryl halides or triflates with α-carbonyl sulfoxonium ylides has been developed for the first time. This method provides a general approach to synthetically useful 1,1-dicarbonyl sulfoxonium ylides in high efficiency. The protocol displays a wide substrate scope, showing that the resulting 1,1-dicarbonyl sulfoxonium ylides have been converted into the corresponding 1,3-dicarbonyl compounds

Organic Letters published new progress about Aryl halides 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

Wang, Hao-Yang’s team published research in Journal of the American Society for Mass Spectrometry in 2013-12-31 | 2265-92-1

Journal of the American Society for Mass Spectrometry published new progress about Aryl fluorides Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent) (polyfluoro arenes). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Name: 1,4-Difluoro-2-iodobenzene.

Wang, Hao-Yang; Gao, Ying; Zhang, Fang; Yu, Chong-Tian; Xu, Chu; Guo, Yin-Long published the artcile< Mass Spectrometric Study of the Gas-Phase Difluorocarbene Expulsion of Polyfluorophenyl Cations via F-Atom Migration>, Name: 1,4-Difluoro-2-iodobenzene, the main research area is mass spectrometry polyfluorophenyl cation gas phase difluorocarbene expulsion; fluorine atom migration.

An increasing number of fluorinated drugs, pesticides, and fine chems. are now produced and applied, especially those containing polyfluorinated aromatic moieties. However, at present, the extent of literature covering the special mass spectrometric behaviors of these compounds remains limited. Herein, we report an unexpected but also general gas-phase dissociation mode of polyfluorinated aromatics in mass spectrometry: expulsion of difluorocarbene (50-Da neutral loss). Results from accurate mass measurements, tandem mass spectrometric experiments, and d. functional theory (DFT) calculations support an intramol. F-atom “”ring-walk”” migration mechanism for gas-phase CF2 loss. Based on an assessment of the electron ionization-mass spectrometry (EI-MS) data of more than 40 polyfluorinated aromatic compounds from the National Institute of Standards and Technol. data bank, we generalized on the substitution group effects on the difluorocarbene dissociation process of polyfluorinated aromatic compounds in EI-MS. These studies have enriched our knowledge of the special gas-phase reactivity of polyfluorinated aromatics and will provide valuable information in further anal. research of these compounds by mass spectrometry.

Journal of the American Society for Mass Spectrometry published new progress about Aryl fluorides Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent) (polyfluoro arenes). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Name: 1,4-Difluoro-2-iodobenzene.

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

Zhou, Yue’s team published research in Synthetic Communications in 2017 | 2265-92-1

Synthetic Communications published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent) (ortho-dihalo). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Related Products of 2265-92-1.

Zhou, Yue; Zeng, Qingle; Zhang, Li published the artcile< Transition-metal-free synthesis of phenothiazines from S-2-acetamidophenyl ethanethioate and ortho-dihaloarenes>, Related Products of 2265-92-1, the main research area is acetamidophenyl ethanethioate dihaloarene cyclocondensation transition metal free; phenothiazine preparation.

An efficient cesium carbonate-mediated synthesis of phenothiazine derivatives from S-2-acetamidophenyl ethanethioates and ortho-dihaloarenes has been developed. This protocol affords an efficient approach for the construction of phenothiazine derivatives without the need of transition-metal catalyst or ligand. A plausible mechanism is proposed.

Synthetic Communications published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent) (ortho-dihalo). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Related Products of 2265-92-1.

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

Wray, Victor’s team published research in Organic Magnetic Resonance in 1977 | 2265-92-1

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.

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

You, Tingjie’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2021 | 2265-92-1

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.

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

Olah, George A’s team published research in Journal of Organic Chemistry in 1993-05-21 | 2265-92-1

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.

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

Lu, Xiaofeng’s team published research in Chemistry – A European Journal in 2014 | 2265-92-1

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.

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