Category: 76-84-6

Morris, Louis J.; Hill, Michael S.; Mahon, Mary F.; Manners, Ian; McMenamy, Fred S.; Whittell, George R. published the artcile< Heavier Alkaline-Earth Catalyzed Dehydrocoupling of Silanes and Alcohols for the Synthesis of Metallo-Polysilylethers>, Name: Triphenylmethanol, the main research area is alk earth alkoxide preparation catalyst dehydrocoupling silane alc; crystal structure dinuclear barium calcium strontium bridging phenylmethoxide ferrocenylsiloxane; mol structure dinuclear barium calcium strontium bridging phenylmethoxide ferrocenylsiloxane; dehydrocoupling kinetics silane alc alk earth triphenylmethoxide catalyst; metallopolysilylether preparation; alkaline earth metals; barium; calcium; dehydrocoupling; metallopolymers; strontium.

The dehydrocoupling of silanes and alcs. mediated by heavier alk.-earth catalysts, [Ae{N(SiMe3)2}2·(THF)2] (I-III) and [Ae{CH(SiMe3)2}2·(THF)2], (IV-VI) (Ae = Ca, Sr, Ba) is described. Primary, secondary, and tertiary alcs. were coupled to phenylsilane or diphenylsilane, whereas tertiary silanes are less tolerant towards bulky substrates. Some control over reaction selectivity towards mono-, di-, or tri-substituted silylether products was achieved through alteration of reaction stoichiometry, conditions, and catalyst. The ferrocenyl silylether, FeCp(C5H4SiPh(OBn)2) (2), was prepared and fully characterized from the ferrocenylsilane, FeCp(C5H4SiPhH2) (1), and benzyl alc. using Ba catalysis. Stoichiometric experiments suggested a reaction manifold involving the formation of Ae-alkoxide and hydride species, and dimeric Ae-alkoxides [(Ph3CO)Ae(μ2-OCPh3)Ae(THF)] (3a-c, Ae = Ca, Sr, Ba) were isolated and fully characterized. Mechanistic experiments suggested a complex reaction mechanism involving dimeric or polynuclear active species, whose kinetics are highly dependent on variables such as the identity and concentration of the precatalyst, silane, and alc. Turnover frequencies increase on descending Group 2 of the periodic table, with the Ba precatalyst III displaying an apparent 1st-order dependence in both silane and alc., and an optimum catalyst loading of 3 mol% Ba, above which activity decreases. With precatalyst III in THF, ferrocene-containing poly- and oligosilylethers with ferrocene pendent to (P1-P4) or as a constituent (P5, P6) of the main polymer chain were prepared from 1 or Fe(C5H4SiPhH2)2 (4) with diols 1,4-(HOCH2)2-(C6H4) and 1,4-(CHMeOH)2(C6H4), resp. The resultant materials were characterized by NMR spectroscopy, gel permeation chromatog. (GPC) and DOSY NMR spectroscopy, with estimated mol. weights >20,000 Da for P1 and P4. The Fe centers display reversible redox behavior and thermal anal. showed P1 and P5 to be promising precursors to magnetic ceramic materials.

Chemistry – A European Journal published new progress about Alcohols Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Name: Triphenylmethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Regier, Jeffery; Maillet, Robert; Bolshan, Yuri published the artcile< A Direct Bronsted Acid-Catalyzed Azidation of Benzhydrols and Carbohydrates>, Name: Triphenylmethanol, the main research area is benzhydrol carbohydrate azidotrimethylsilane azidation Bronsted acid catalyst.

Benzhydryl alcs. were converted into their corresponding diarylazidomethane analogs using azidotrimethylsilane (TMSN3) in the presence of a catalytic amount of a Bronsted acid HBF4·OEt2. The azidation reactions proceeded in high yields and demonstrated excellent functional group tolerance to electron-donating and electron-withdrawing substituents. In addition, a range of unprotected functional groups including amine, amide, aldehyde and alc. were well-tolerated. Furthermore, this methodol. was successfully applied to carbohydrates for the preparation of the corresponding azide derivatives

European Journal of Organic Chemistry published new progress about Aralkyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Name: Triphenylmethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Medvedev, Alexander G.; Grishanov, Dmitry A.; Mikhaylov, Alexey A.; Churakov, Andrei V.; Tripol’skaya, Tatiana A.; Ottenbacher, Roman V.; Bryliakov, Konstantin P.; Shames, Alexander I.; Lev, Ovadia; Prikhodchenko, Petr V. published the artcile< Triphenyllead Hydroperoxide: A 1D Coordination Peroxo Polymer, Single-Crystal-to-Single-Crystal Disproportionation to a Superoxo/Hydroxo Complex, and Application in Catalysis>, Product Details of C19H16O, the main research area is lead organometallic peroxide superoxide preparation disproportionation structure; epoxidation reagent triphenyllead hydroperoxide preparation chiral epoxide; crystal structure lead organometallic peroxide superoxide hydroxide.

The synthesis, transformation, and application in catalysis of triphenyllead hydroperoxide, the first dioxygen lead complex, are described. Triphenyllead hydroperoxide is characterized by 207Pb NMR (NMR), Fourier transform IR spectroscopy (FTIR), Raman spectroscopy, and single-crystal X-ray diffraction, revealing the first one-dimensional (1D) coordination peroxo polymer. Photolytic isomorphous transformation of Ph3PbOOH yields a mixed hydroxo/superoxo crystalline structure, the first nonalkali superoxo crystalline metal salt, which is stable up to 100°C. Upon further photolysis, another isomorphous transformation of the superoxide to hydroxide is observed These are the first single-crystal-to-single-crystal hydroperoxide-to-superoxide and then to hydroxide transformations reported to date. Photolysis of triphenyllead hydroperoxide yields two forms of superoxide-doped crystalline structures that are distinguished by widely different characteristic relaxation times. The use of Ph3PbOOH as an easy-to-handle solid two-electron oxidant for the highly enantioselective epoxidation of olefins is described.

Inorganic Chemistry published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Product Details of C19H16O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Carroll, Timothy G.; Ryan, David E.; Erickson, Jeremy D.; Bullock, R. Morris; Tran, Ba L. published the artcile< Isolation of a Cu-H Monomer Enabled by Remote Steric Substitution of a N-Heterocyclic Carbene Ligand: Stoichiometric Insertion and Catalytic Hydroboration of Internal Alkenes>, Recommanded Product: Triphenylmethanol, the main research area is regioselective insertion copper hydride NHC monomer dimer; crystal structure mol copper hydride NHC monomer dimer preparation; catalytic hydroboration reaction copper hydride NHC monomer dimer; copper hydride NHC monomer dimer steric effect stabilization.

Transient Cu-H monomers have long been invoked in the mechanisms of substrate insertion in Cu-H catalysis. Their role from Cu-H aggregates has been mostly inferred since ligands to stabilize these monomeric intermediates for systematic studies remain limited. Within the last decade, new sterically demanding N-heterocyclic carbene (NHC) ligands have led to isolable Cu-H dimers and, in some cases, spectroscopic characterization of Cu-H monomers in solution The authors report an NHC ligand, IPr*R, containing para R groups of CHPh2 and CPh3 on the ligand periphery for the isolation of a Cu-H monomer for insertion of internal alkenes. This reactivity has not been reported for (NHC)CuH complexes despite their common application in Cu-H-catalyzed hydrofunctionalization. Changing from CHPh2 to CPh3 impacts the relative concentration of Cu-H monomers, rate of alkene insertion, and reaction of a trisubstituted internal alkene. Specifically, for R = CPh3, monomeric (IPr*CPh3)CuH was isolated and provided >95% monomer (10 mM in C6D6). In contrast, for R = CHPh2, solutions of [(IPr*CHPh2)CuH]2 are 80% dimer and 20% (IPr*CHPh2)CuH monomer at 25°C based on 1H, 13C, and 1H-13C HMBC NMR spectroscopy. Quant. 1H NMR kinetic studies on cyclopentene insertion into Cu-H complexes to form the corresponding Cu-cyclopentyl complexes demonstrate a strong dependence on the rate of insertion and concentration of the Cu-H monomer. Only (IPr*CPh3)CuH, which has a high monomer concentration, underwent regioselective insertion of a trisubstituted internal alkene, 1-methylcyclopentene, to give (IPr*CPh3)Cu(2-methylcyclopentyl), which has been crystallog. characterized. The authors also demonstrated that (IPr*CPh3)CuH catalyzes the hydroboration of cyclopentene and methylcyclopentene with pinacolborane.

Journal of the American Chemical Society published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Recommanded Product: Triphenylmethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chen, Yixin; Wang, Yurong; Zhong, Rong; Li, Jinshan published the artcile< HFIP Promoted C3 Alkylation of Lawsone and 4-Hydroxycoumarin with Alcohols by Dehydrative Cross-Coupling>, Formula: C19H16O, the main research area is lawsone hydroxycoumarin alc hexafluoroisopropanol dehydrative cross coupling green; alkylated lawsone preparation; functionalized hydroxycoumarin preparation; pyranonaphthoquinone one pot preparation; pyranocoumarin one pot preparation.

An environmentally benign system for the direct alkylation of lawsones and 4-hydroxycoumarins with alcs. in 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) is reported. The reaction proceeded smoothly via a dehydrative cross-coupling process by utilizing the unique properties of HFIP. A variety of alkylated products and subsequent one-pot cyclized products (pyranonaphthoquinones and pyranocoumarins) could be obtained in 40-93% yields.

Journal of Organic Chemistry published new progress about 4-Hydroxycoumarins Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Formula: C19H16O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Nishiyama, Yutaka; Xu, Shijie; Hanatani, Yuuki; Tsuda, Susumu; Umeda, Rui published the artcile< Rhenium complex-catalyzed deoxygenation and silylation of alcohols with hydrosilane>, Reference of 76-84-6, the main research area is alc rhenium catalyst reduction; hydrocarbon preparation; hydrosilane alc rhenium catalyst silylation; silyl ether preparation.

The reduction of benzylic, tertiary, and allylic alcs. with hydrosilane was efficiently catalyzed by the rhenium complex, such as ReBr(CO)5, to give the corresponding deoxygenarated products, alkanes, in moderate to good yields. In the case of aliphatic secondary alc., the alkane was formed along with the formation of dehydrated products. On the other hand, in the case of primary and cyclic alcs., silylation of alcs. proceeded to form the corresponding silyl ethers.

Tetrahedron Letters published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Reference of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Miyoshi, Norikazu; Kimura, Shodai; Kubo, Shigeki; Ohmura, Satoshi D.; Ueno, Masaharu published the artcile< Chemoselective Ketone Synthesis by the Strontium-mediated Alkylation or Arylation of N,N-Dimethylamides or Urea>, COA of Formula: C19H16O, the main research area is ketone preparation chemoselective strontium mediated; dimethylamide urea alkyl aryl iodide alkylation arylation.

Ketone synthesis via the addition of organometallic reagents to amides has long been investigated. In many cases, it is necessary to control the solvent, reaction temperature, and adhere to strict nucleophile stoichiometry for each combination of amide and organometallic reagent. Strontium, with an electronegativity comparable to lithium but a larger ionic radius, may display high reactivity with the characteristics of monoalkylation. Here, authors showed that the monoalkylation of various N,N-dimethylamide derivatives with alkyl iodides to afford the ketones proceeds smoothly under generally mild temperature conditions. By this method, not only aromatic amides but also α-proton-bearing aliphatic amides were suitable substrates for ketone synthesis. In addition, It was found that tetramethylurea, typically a poor electrophile, also reacted to afford benzophenone in good yield with excellent selectivity.

Asian Journal of Organic Chemistry published new progress about Alkali metal organometallic compounds Role: FMU (Formation, Unclassified), RGT (Reagent), FORM (Formation, Nonpreparative), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, COA of Formula: C19H16O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ghinato, Simone; Dilauro, Giuseppe; Perna, Filippo Maria; Capriati, Vito; Blangetti, Marco; Prandi, Cristina published the artcile< Directed ortho-metalation-nucleophilic acyl substitution strategies in deep eutectic solvents: the organolithium base dictates the chemoselectivity>, Recommanded Product: Triphenylmethanol, the main research area is benzamide preparation chemoselective green chem; diisopropyl arylamide boron compound Suzuki Miyaura cross coupling; electrophile diisopropyl arylamide ortho metalation nucleophilic acyl substitution; alkyl aryl ketone preparation chemoselective; organolithium diisopropyl arylamide nucleophilic acyl substitution.

Directed ortho metalation (DoM) or nucleophilic acyl substitution (SNAc) can be efficiently programmed on the same aromatic carboxylic acid amide RC(O)N(i-Pr)2 (R = Ph, 4-H3COC6H4, 4-ClC6H4, 3-H3CC6H4, 1-methyl-1H-indol-2-yl), in a choline chloride-based eutectic mixture, by simply switching the nature of the organolithium reagent R1Li (R1 = Bu, Me, Ph, hexyl). Telescoped, one-pot ortho-lithiation/Suzuki-Miyaura cross-couplings have also been demonstrated for the first time in deep eutectic solvents.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkyl aryl ketones Role: SPN (Synthetic Preparation), PREP (Preparation). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Recommanded Product: Triphenylmethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kucinski, Krzysztof; Stachowiak, Hanna; Hreczycho, Grzegorz published the artcile< Silylation of Alcohols, Phenols, and Silanols with Alkynylsilanes - an Efficient Route to Silyl Ethers and Unsymmetrical Siloxanes>, Safety of Triphenylmethanol, the main research area is silylation alc phenol silanol alkynylsilane green chem; silyl ether unsym siloxane preparation green chem.

The formation of several silyl ethers (alkoxysilanes, R3Si-OR’) and unsym. siloxanes (R3Si-O-SiR’3) can be catalyzed by the com. available potassium bis(trimethylsilyl)amide (KHMDS). The reaction proceeds via direct dealkynative coupling between various alcs. or silanols and alkynylsilanes, with a simultaneous formation of gaseous acetylene as the sole byproduct. The dehydrogenative and dealkenative coupling of alcs. or silanols are well-investigated, while the utilization of alkynylsilanes as silylating agents has never been comprehensively studied in this context. Overall, the presented system allows the synthesis of various attractive organosilicon compounds under mild conditions, making this approach an atom-efficient, environmentally benign, and sustainable alternative to existing synthetic solutions

European Journal of Organic Chemistry published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Safety of Triphenylmethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Drummond, Michael J.; Ford, Courtney L.; Gray, Danielle L.; Popescu, Codrina V.; Fout, Alison R. published the artcile< Radical rebound hydroxylation versus H-atom transfer in non-heme iron(III)-hydroxo complexes: Reactivity and structural differentiation>, Synthetic Route of 76-84-6, the main research area is nonheme iron oxoglutarate enzyme mechanism hydroxylation H transfer.

The characterization of high-valent iron centers in enzymes has been aided by synthetic model systems that mimic their reactivity or structural and spectral features. For example, the cleavage of dioxygen often produces an iron(IV)-oxo that has been characterized in a number of enzymic and synthetic systems. In non-heme 2-oxogluterate dependent (iron-2OG) enzymes, the ferryl species abstracts an H-atom from bound substrate to produce the proposed iron(III)-hydroxo and caged substrate radical. Most iron-2OG enzymes perform a radical rebound hydroxylation at the site of the H-atom abstraction (HAA); however, recent reports have shown that certain substrates can be desatd. through the loss of a second H atom at a site adjacent to a heteroatom (N or O) for most native desaturase substrates. One proposed mechanism for the removal of the second H-atom involves a polar-cleavage mechanism (electron transfer-proton transfer) by the iron(III)-hydroxo, as opposed to a second HAA. Herein we report the synthesis and characterization of a series of iron complexes with hydrogen bonding interactions between bound aquo or hydroxo ligands and the secondary coordination sphere in ferrous and ferric complexes. Interconversion among the iron species is accomplished by stepwise proton or electron addition or subtraction, as well as H-atom transfer (HAT). The calculated bond dissociation free energies (BDFEs) of two ferric hydroxo complexes, differentiated by their noncovalent interactions and reactivity, suggest that neither complex is capable of activating even weak C-H bonds, lending further support to the proposed mechanism for desaturation in iron-2OG desaturase enzymes. Addnl., the ferric hydroxo species are differentiated by their reactivity toward performing a radical rebound hydroxylation of triphenylmethylradical. Our findings should encourage further study of the desaturase systems that may contain unique H-bonding motifs proximal to the active site that help bias substrate desaturation over hydroxylation.

Journal of the American Chemical Society published new progress about Conformation. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Synthetic Route of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts