Month: December 2022

Yang, Chu-Ting published the artcileRoom-Temperature Copper-Catalyzed Carbon-Nitrogen Coupling of Aryl Iodides and Bromides Promoted by Organic Ionic Bases, Safety of Tetrabutylammonium hydrogencarbonate, the publication is Angewandte Chemie, International Edition (2009), 48(40), 7398-7401, S7398/1-S7398/182, database is CAplus and MEDLINE.

Novel room-temperature Cu-catalyzed C-N couplings of aryl iodides and bromides with amines promoted by organic ionic bases are reported. E.g., in presence of L-proline, tetrabutylammonium adipate, and CuI, coupling of 2-IC₆H₄CO₂H with BnNH₂ gave 89% 2-BnNHC₆H₄CO₂H. Good solubility alone does not explain the performance of the organic ionic bases. Conductivity measurements indicate that the usefulness of organic ionic bases may be attributed to their good ionization ability in organic solvents.

Angewandte Chemie, International Edition published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C17H18N3NaO3S, Safety of Tetrabutylammonium hydrogencarbonate.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Xu, Zhongrong published the artcileTunable Trifunctionalization of Tertiary Enaminones for the Regioselective and Metal-Free Synthesis of Discrete and Proximal Phosphoryl Nitriles, Application In Synthesis of 2051-95-8, the publication is Organic Letters (2021), 23(13), 5049-5053, database is CAplus and MEDLINE.

Tertiary keto enamines RCOCH:CHNMe₂ undergo organocatalytic regiodivergent addition with secondary phosphine oxides Ar₂P(O)H, giving phosphinyl ketonitriles RCOCH(POAr₂)CH₂CN (4) or RCOCH₂CH(CN)P(O)Ar₂ (5) depending on the catalyst, either Bu₄NOH or AcOH, resp. This paper reports an unprecedented trifunctionalization of tertiary enaminones for the synthesis phosphoryl nitriles by the reactions of enaminones with diarylphosphine oxides and trimethylsilyl cyanide (TMSCN) without the use of any metal reagent. Employing tetra-Bu ammonium hydroxide (TBAH) as the catalyst (0.2 equiv) enables discrete cyanophosphonation, giving ¦Â-phosphinyl nitriles 4. On the other hand, selective proximal cyanophosphonation, yielding ¦Á-phosphinyl nitriles 5, has been realized in the presence of acetic acid only (AcOH).

Organic Letters published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C10H11NO4, Application In Synthesis of 2051-95-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Boulanouar, Omar published the artcileDissociative electron attachment to DNA-diamine thin films: Impact of the DNA close environment on the OH^– and O^– decay channels, HPLC of Formula: 10517-44-9, the publication is Journal of Chemical Physics (2013), 139(5), 055101/1-055101/9, database is CAplus and MEDLINE.

We measure the desorption of anions stimulated by the impact of 0-20 eV electrons on highly uniform thin films of plasmid DNA-diaminopropane. The results are accurately correlated with film thickness and composition by AFM and XPS measurements, resp. Resonant structures in the H^–, O^–, and OH^– yield functions are attributed to the decay of transient anions into the dissociative electron attachment (DEA) channel. The diamine induces ammonium-phosphate bridges along the DNA backbone, which suppresses the DEA O^– channel and in counter-part increases considerably the desorption of OH^–. The close environment of the phosphate groups may therefore play an important role in modulating the rate and type of DNA damages induced by low energy electrons. (c) 2013 American Institute of Physics.

Journal of Chemical Physics published new progress about 10517-44-9. 10517-44-9 belongs to catalysis-chemistry, auxiliary class Salt,Amine,Aliphatic hydrocarbon chain, name is Propane-1,3-diamine dihydrochloride, and the molecular formula is C3H12Cl2N2, HPLC of Formula: 10517-44-9.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Abo-Amer, Anwar published the artcileFrom hypervalent xenon difluoride and aryliodine(III) difluorides to onium salts: Scope and limitation of acidic fluoroorganic reagents in the synthesis of fluoroorgano xenon(II) and iodine(III) onium salts, Quality Control of 1206-46-8, the publication is Journal of Fluorine Chemistry (2006), 127(10), 1311-1323, database is CAplus.

Fluorinated organodifluoroboranes R_fBF₂ (R_f = fluorinated alkyl, aryl) are in general suitable reagents to transform XeF₂ and RIF₂ (R = alkyl, aryl) into the corresponding onium tetrafluoroborate salts [R_fXe][BF₄] and [R(R_f)I][BF₄], resp. (4-C₅F₄N)BF₂ (C₅F₄N = tetrafluoropyridyl) and trans-CF₃CF:CFBF₂ which represent boranes of high acidity form no Xe-C onium salts in reactions with XeF₂ but give the desired iodonium salts with RIF₂ (R = C₆F₅, o-, m-, p-C₆FH₄). The reaction of (4-C₅F₄N)BF₂ with XeF₂ ends with a XeF₂-borane adduct. The solid product is shock sensitive. Furthermore cooled (¡Ü -60 ¡ãC) samples in FEP tubes exploded several times during the alignment in the Raman spectrometer. C₆F₅Xe(4-C₅F₄N), the 1st Xe-(4-C₅F₄N) compound, was obtained when C₆F₅XeF was reacted with Cd(4-C₅F₄N)₂. (4-C₅F₄N)IF₂ was prepared in 84% yield from XeF₂ and (4-C₅F₄N)I. Reactions of (4-C₅F₄N)IF₂ and C₆F₅IF₂ with (4-C₅F₄N)BF₂ gave [(4-C₅F₄N)₂I][BF₄] and [C₆F₅(4-C₅F₄N)I][BF₄] in 88% and quant. yields, resp. Analogously, aryl(perfluoroalkenyl)iodonium salts [R(R’)I][BF₄] (R = C₆F₅, o-, m-, p-C₆FH₄, R’ = trans-CF₃CF:CF, CF₂:CF) were obtained from RIF₂ and R’BF₂ in 75% to 94% yields. The gas phase fluoride affinities pF^– of selected fluoroorganodifluoroboranes R_fBF₂ and their hydrocarbon analogs were calculated (B3LYP/6-31+G^*) and discussed with respect to their potential to introduce R_f-groups into hypervalent EF₂ (E = Xe, RI; R = organic group) bonds. Four aspects which influence the transformation of hypervalent EF₂ bonds under the action of Lewis acidic reagents RAF_n-1 (A = B, P; n = 3, 5) into the corresponding [RE][AF_n+1] salts are presented and the important role of the acidity is emphasized. Fluoride affinities may help to plan the introduction of organo groups into EF₂ moieties and to expand the types of acidic reagents. Thus C₆H₅PF₄ with a pF^– value comparable to that of R_fBF₂ compounds is able to introduce the Ph group into RIF₂ (R = C₆F₅ (94% yield), p-C₆FH₄ (93%)).

Journal of Fluorine Chemistry published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Quality Control of 1206-46-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Breuer, W. published the artcileChemistry of bromine pentafluoride. 3. Reactions of bromine pentafluoride and arylbromine tetrafluoride with N-bases, of arylbromine tetrafluoride with fluoride ions, and the fluorine-aryl monosubstitution reactions on the hexafluorobromate(V) anion, Name: Trimethyl(perfluorophenyl)silane, the publication is Zeitschrift fuer Anorganische und Allgemeine Chemie (1992), 85-91, database is CAplus.

BrF₅ forms 1:1 adducts with pyridines in organic solvents. In BrF₅-N-base adducts the axial Br-F bond is activated for F-aryl substitution reactions. Arylbromine tetrafluorides resulting from F-aryl monosubstitutions also yield 1:1 adducts with pyridines; in contrast to BrF₅ they react with F^– under reductive elimination. F-aryl substitutions on [BrF₆]^– are presented and the influence of the Lewis-acidity of the aryl transfer reagent and its coproduct is discussed.

Zeitschrift fuer Anorganische und Allgemeine Chemie published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Name: Trimethyl(perfluorophenyl)silane.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Bardin, V. V. published the artcileFluorination of C₆F₅MX₃ compounds (M = Si, Ge; X = F, Cl, Br, alk) with xenon difluoride and XeF⁺ Y^– salts, Synthetic Route of 1206-46-8, the publication is Journal of Fluorine Chemistry (1993), 60(2-3), 141-51, database is CAplus.

Compounds C₆F₅MX₃ (M = Si, Ge; X = Cl, Br) react with XeF₂, exchanging chlorine (bromine) atoms for fluorine. Interaction of C₆F₅MX₃ (X = F, alkyl) with XeF₂ in the presence of BF₃¡¤OEt₂ or with XeF⁺ NbF₆^– proceeds by the addition of two fluorine atoms to the pentafluorophenyl ring.

Journal of Fluorine Chemistry published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Synthetic Route of 1206-46-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Bardin, V. V. published the artcileFluorination of trimethylsilylfluoro- and (trimethylsilyl)tetrafluorobenzenes with xenon difluoride, Related Products of catalysis-chemistry, the publication is Journal of Fluorine Chemistry (1998), 90(1), 93-96, database is CAplus.

Replacement of hydrogen or trimethylsilyl group by fluorine and the addition of two fluorine atoms to the aromatic ring were found in the reaction of XeF₂ with 1-trimethylsilyl-2,3,5,6-tetrafluorobenzene (I), 1-trimethylsilyl-2,3,4,6-tetrafluorobenzene, and 1-trimethylsilyl-2,3,4,5-tetrafluorobenzene in CH₂Cl₂ containing BF₃.OEt₂. Only addition of two fluorine atoms took place in the case of I. The three isomers of (Me₃Si)C₆H₄F underwent fluorodesilylation, fluorodeprotonation and protodesilylation to give complex product mixtures The assumed reaction pathways include both cation radicals and arylxenon(II) species as reactive intermediates.

Journal of Fluorine Chemistry published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Das, Suven published the artcileFacile synthesis of 3-(diarylmethylene)isobenzofuranones, 4-(diarylmethyl)-1(2H)-phthalazinones, and diarylmethanes, Safety of Bis(4-fluorophenyl)methane, the publication is Journal of Chemical Research (2006), 84-86, database is CAplus.

Reflux of 2,2-diaryl-1,3-indandiones in ethyleneglycol with a catalytic amount of triethylamine affords 3-(diarylmethylene)isobenzofuranones in very good yields. The latter produces 4-diarymethyl-1(2H)-phthalazinones under reflux in hydrazine hydrate (99%), and diarylmethanes upon stirring in ethylenediamine. The formation of 3-(diarylmethylene)isobenzofuranones was established on the basis of spectroscopic data and confirmed by x-ray diffraction studies on single crystal of 3-(di-(p-iodophenyl)methylene)isobenzofuranone [orthorhombic, Pna2₁, a 14.996(1), b 13.667(1), c 9.254(1) ?, V 1896.6(3) ?³, Z 4].

Journal of Chemical Research published new progress about 457-68-1. 457-68-1 belongs to catalysis-chemistry, auxiliary class Fluoride,Benzene, name is Bis(4-fluorophenyl)methane, and the molecular formula is C13H10F2, Safety of Bis(4-fluorophenyl)methane.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Hornum, Mick published the artcileSubstituted 9-Diethylaminobenzo[a]phenoxazin-5-ones (Nile Red Analogues): Synthesis and Photophysical Properties, Related Products of catalysis-chemistry, the publication is Journal of Organic Chemistry (2021), 86(2), 1471-1488, database is CAplus and MEDLINE.

Nile Red is a benzo[a]phenoxazone dye containing a diethylamino substituent at the 9-position. In recent years, it has become a popular histol. stain for cellular membranes and lipid droplets due to its unrivaled fluorescent properties in lipophilic environments. This makes it an attractive lead for chem. decoration to tweak its attributes and optimize it for more specialized microscopy techniques, e.g., fluorescence lifetime imaging or two-photon excited fluorescence microscopy, to which Nile Red has never been optimized. Herein, we present synthesis approaches to a series of monosubstituted Nile Red derivatives (9-diethylbenzo[a]phenoxazin-5-ones) starting from 1-naphthols or 1,3-naphthalenediols. The solvatochromic responsiveness of these fluorophores is reported with focus on how the substituents affect the absorption and emission spectra, luminosity, fluorescence lifetimes, and two-photon absorptivity. Several of the analogs emerge as strong candidates for reporting the polarity of their local environment. Specifically, the one- and two-photon excited fluorescence of Nile Red turns out to be very responsive to substitution, and the spectroscopic features can be finely tuned by judiciously introducing substituents of distinct electronic character at specific positions. This new toolkit of 9-diethylbenzo[a]phenoxazine-5-ones constitutes a step toward the next generation of optical mol. probes for advancing the understanding of lipid structures and cellular processes.

Journal of Organic Chemistry published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C8H7NO4, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Cakmakci, Emrah published the artcileFlame retardant thiol-ene photocured coatings, Related Products of catalysis-chemistry, the publication is Reactive & Functional Polymers (2011), 71(1), 36-41, database is CAplus.

The low polymerization tendency of allyl compounds can be enhanced by thiol-ene polymerization systems. In this study, allyldiphenyl phosphine oxide (ADPPO) containing thiol-ene based photocured coatings were prepared with the aim to improve their final thermal and flame retardant properties. The photopolymerization kinetics of thiol-ene based formulations were investigated by real-time IR spectroscopy. The incorporation of ADPPO into the polymer chains was confirmed by monitoring the conversion of acrylate double bonds and measuring the gel content of the crosslinked films. The experiments showed that as the amount of ADPPO was increased, thermal and flame retardant properties of the coatings were also increased.

Reactive & Functional Polymers published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia