Category: 10602-04-7

You, Yang’en; Ge, Shaozhong published the artcile< Cobalt-Catalyzed One-Pot Asymmetric Difunctionalization of Alkynes to Access Chiral gem-(Borylsilyl)alkanes>, Reference of 10602-04-7, the main research area is cobalt catalyzed one pot asym difunctionalization alkyne chiral borylsilylalkane; gem borylsilylalkane enantioselective preparation reaction cobalt chiral ligand catalyzed; terminal alkyne enantioselective hydrosilylation hydroboration cobalt chiral ligand catalyzed; crystal mol structure gem borylsilylalkane; chiral gem-borylsilylalkanes; cobalt; hydroboration; hydrosilylation; terminal alkynes.

Enantioselective cobalt-catalyzed one-pot hydrosilylation and hydroboration of terminal alkynes has been developed employing a cobalt catalyst generated from Co(acac)2 and (R,R)-Me-Ferrocelane. A variety of terminal alkynes undergo this asym. transformation, affording the corresponding gem-(borylsilyl)alkane products with high enantioselectivity (up to 98% ee). This one-pot reaction combines (E)-selective hydrosilylation of alkynes and consecutive enantioselective hydroboration of (E)-vinylsilanes with one chiral cobalt catalyst. This protocol represents the most straightforward approach to access versatile chiral gem-(borylsilyl)alkanes from readily available alkynes with com. available cobalt salt and chiral ligand.

Angewandte Chemie, International Edition published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Reference of 10602-04-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Shi, Yinyin; Wang, Yue; Huang, Zhefan; Zhang, Fangjun; Shao, Yinlin published the artcile< tBuOLi-Promoted Hydroboration of Esters and Epoxides>, SDS of cas: 10602-04-7, the main research area is ester lactone epoxide hydroboration chemoselective lithium tertbutoxide catalyst; alc preparation.

Com. available and inexpensive lithium tert-butoxide (tBuOLi) acts as a good precatalyst for the hydroboration of esters, lactones, and epoxides using pinacolborane as a borylation agent. Functional groups such as cyano-, nitro-, amino-, vinyl, and alkynyl are unaffected under the presented hydroboration process, representing high chemoselectivity. This transformation has also been effectively applied to the synthesis of key intermediates of Erlotinib and Cinacalcet. Preliminary investigations of the mechanism show that the hydroboration proceeds through the in situ formed BH3 species.

ACS Omega published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, SDS of cas: 10602-04-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Jianguo; Lin, Shanshan; Sun, Jiangming; Ma, Longlong published the artcile< In-situ facile synthesis novel N-doped thin graphene layer encapsulated Pd@N/C catalyst for semi-hydrogenation of alkynes>, Electric Literature of 10602-04-7, the main research area is doped graphene encapsulated palladium carbon nitrogen catalyst preparation; semi hydrogenation alkyne graphene palladium carbon catalyst.

Transition metal-catalyzed semi-hydrogenation of alkynes has become one of the most popular methods for alkene synthesis. Specifically, the noble metal Pd, Rh, and Ru-based heterogeneous catalysts have been widely studied and utilized in both academia and industry. But the supported noble metal catalysts are generally suffering from leaching or aggregation during harsh reaction conditions, which resulting low catalytic reactivity and stability. Herein, we reported the facile synthesis of nitrogen doped graphene encapsulated Pd catalyst and its application in the chemo-selective semi-hydrogenation of alkynes. The graphene layer served as “”bulletproof”” over the active Pd Nano metal species, which was confirmed by X-ray and TEM anal., enhanced the catalytic stability during the reaction conditions. The optimized prepared Pd@N/C catalyst showed excellent efficiency in semi-hydrogenation of phenylacetylene and other types of alkynes with un-functionalized or functionalized substituents, including the hydrogenation sensitive functional groups (NO2, ester, and halogen).

Journal of Catalysis published new progress about Alkenes Role: SPN (Synthetic Preparation), PREP (Preparation). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Electric Literature of 10602-04-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Rothemund, Matthias; Baer, Sofia I.; Rehm, Tobias; Kostrhunova, Hana; Brabec, Viktor; Schobert, Rainer published the artcile< Antitumoral effects of mitochondria-targeting neutral and cationic cis-[bis(1,3-dibenzylimidazol-2-ylidene)Cl(L)]Pt(II) complexes>, Electric Literature of 10602-04-7, the main research area is melanoma antitumoral platinum complexes DNA cell cycle cytotoxicity ROS.

Recently, we opened a synthetic access to antitumoral platinum complexes of the type cis-[(NHC)1(NHC)2PtIICl(L)] which interact with DNA in a way correlated to the complex charge and to the sterical accessibility of the leaving chlorido ligand. We now identified mitochondria rather than nuclei as the cellular target of the neutral dichlorido complex 1 (L = Cl) and the delocalized lipophilic cationic phosphine complex 2 (L = PPh3), both carrying the same cis-bis(1,3-dibenzylimidazol-2-ylidene) ligands. Their uptake into 518A2 melanoma cells was concentration-dependent and distinctly greater for complex 2 which was also more cytotoxic against sensitive cancer cell lines with submicromolar IC50 values. Both complexes interfered strongly with various forms of DNA in vitro, but only complex 2 caused a melanoma cell cycle arrest in G1-phase, setting both apart from the S-phase arresting drug cisplatin. Studies of the intracellular localisation of 1 and 2 were carried out with their alkyne-tagged analogs 6 and 7, which showed identical patterns of cancer cell cytotoxicity, cell cycle interference and effects on mitochondria. Click reactions with 7-hydroxycoumarin azide, colocalisation with Mitotracker and confocal microscopy, proved complexes 6 and 7 to accumulate mainly in the mitochondria rather than the nuclei of melanoma cells. Complex 1 and even more so complex 2 reduced the mitochondrial membrane potential and also increased the cellular ROS levels. As a consequence, both complexes caused stress fiber formation in the F-actin cytoskeleton of melanoma cells, most distinctly so complex 2 which also activated the apoptotic cascade mediated by capases-3 and -7.

Dalton Transactions published new progress about Antitumor agents. 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Electric Literature of 10602-04-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chen, Jieping; Ying, Jiale; Lu, Zhan published the artcile< Cobalt-catalyzed branched selective hydroallylation of terminal alkynes>, SDS of cas: 10602-04-7, the main research area is branched skipped diene preparation regioselective; terminal alkyne allylic electrophile Markovnikov hydroallylation cobalt catalyst.

Here, authors reported a cobalt-hydride-catalyzed Markovnikov-type hydroallylation of terminal alkynes with allylic electrophile to access valuable and branched skipped dienes (1,4-dienes) with good regioselectivity. This operationally simple protocol exhibits excellent functional group tolerance and exceptional substrate scope. The reactions could be carried out in gram-scale with TON (turn over number) up to 1160, and the products could be easily derivatized. The preliminary mechanism of electrophilic allylation of α-selective cobalt alkenyl intermediate was proposed based on deuterium labeling experiment and kinetic studies.

Nature Communications published new progress about Alkadienes Role: SPN (Synthetic Preparation), PREP (Preparation) (1,4-). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, SDS of cas: 10602-04-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Xie, Dale; Li, Shihao; Yang, Wenqing; Fan, Shilu; Feng, Yi-Si published the artcile< Selective Photocatalytic Conversion of Benzyl Alcohol to Benzaldehyde by Antimony(V) Porphyrin Metal-Organic Frameworks under Visible-Light Irradiation>, Product Details of C9H8O, the main research area is antimony porphyrin MOF benzyl alc benzaldehyde photocatalytic conversion.

Porphyrin-based MOFs have great structural tunability and prominent catalyst activity. In this work, a series of antimony porphyrin MOFs (PCN-224(Sb)-L) were synthesized to efficiently selective oxidate benzyl alc. under visible light. To investigate the effects of the Sb-axial ligands on photocatalytic activity, the oxidation of benzyl alc. to corresponding benzaldehyde was utilized as a model reaction. Within these three analogs of PCN-224(Sb)-L, PCN-224(Sb)-OH exhibit a remarkable 96% conversation and 100% selectivity of the benzaldehyde with an extremely high turnover number (TON) of 9300.

ChemistrySelect published new progress about Cyclic voltammetry. 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Product Details of C9H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Xiao, Zihui; Yang, Hui; Yin, Shuai; Zhang, Jian; Yang, Zhenhua; Yuan, Kedong; Ding, Yi published the artcile< Electrochemical reduction of functionalized carbonyl compounds: enhanced reactivity over tailored nanoporous gold>, Recommanded Product: (4-Ethynylphenyl)methanol, the main research area is reusable nanoporous gold catalyst preparation pore size carbonyl reduction; carbonyl compound diphenylsilane gold nanocatalyst electrochem reduction chemoselective; alc preparation.

The effect of the pore size of nanoporous gold (NPG) on electrochem. reduction of functionalized carbonyl compounds was investigated. NPG with a pore size of ∼30 nm significantly enhanced the reactivity with high chemoselectivity at a low-potential. Typically, p-nitrobenzaldehyde reduction demonstrated a high turnover frequency (TOF) up to 232000 h-1.

Nanoscale published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Recommanded Product: (4-Ethynylphenyl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Huang, Qiang; Su, Yu-Xuan; Sun, Wei; Hu, Meng-Yang; Wang, Wei-Na; Zhu, Shou-Fei published the artcile< Iron-Catalyzed Vinylzincation of Terminal Alkynes>, Computed Properties of 10602-04-7, the main research area is iron complex containing tridentate phenanthrolineimine ligand preparation catalyst vinylzincation; crystal structure iron complex containing tridentate phenanthrolineimine ligand; terminal alkyne vinylation vinylzincation iron phenanthrolineimine catalyst.

Organozinc reagents are among the most commonly used organometallic reagents in modern synthetic chem., and multifunctionalized organozinc reagents can be synthesized from structurally simple, readily available ones by alkyne carbozincation. However, this method suffers from poor tolerance for terminal alkynes, and transformation of the newly introduced organic groups is difficult, which limits its applications. Herein, the authors report a method for vinylzincation of terminal alkynes catalyzed by newly developed Fe catalysts bearing 1,10-phenanthroline-imine ligands. This method provides efficient access to novel organozinc reagents with a diverse array of structures and functional groups from readily available vinylzinc reagents and terminal alkynes. The method features excellent functional group tolerance (tolerated functional groups include amino, amide, cyano, ester, hydroxyl, sulfonyl, acetal, phosphono, pyridyl), a good substrate scope (suitable terminal alkynes include aryl, alkenyl, and alkyl acetylenes bearing various functional groups), and high chemoselectivity, regioselectivity, and stereoselectivity. The method could significantly improve the synthetic efficiency of various important bioactive mols., including vitamin A. Mechanistic studies indicate that the new Fe-1,10-phenanthroline-imine catalysts developed in this study has an extremely crowded reaction pocket, which promotes efficient transfer of the vinyl group to the alkynes, disfavors substitution reactions between the Zn reagent and the terminal C-H bond of the alkynes, and prevents the further reactions of the products. The authors’ findings show that Fe catalysts can be superior to other metal catalysts in terms of activity, chemoselectivity, regioselectivity, and stereoselectivity when suitable ligands were used.

Journal of the American Chemical Society published new progress about Alkadienes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Computed Properties of 10602-04-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Itoga, Moeko; Yamanishi, Masako; Udagawa, Taro; Kobayashi, Ayane; Maekawa, Keiko; Takemoto, Yoshiji; Naka, Hiroshi published the artcile< Iridium-catalyzed α-selective deuteration of alcohols>, Electric Literature of 10602-04-7, the main research area is iridium bipyridonate complex preparation DFT; deuterated alc chemoselective preparation; alc deuteration iridium bipyridonate complex catalyst.

The α-selective, iridium(III)-bipyridonate-catalyzed hydrogen(H)/deuterium(D) isotope exchange of alcs. using deuterium oxide (D2O) as the primary deuterium source to afford deuterated alcs. RCD2OH [R = Ph, 2-MeC6H4, 4-FC6H4, etc.], R1DCOHR2 [R1 = Ph, 4-ClC6H4, 4-BrC6H4, etc.; R2 = Me, cyclopropyl, Ph] was reported. This method enabled the direct, chemoselective deuteration of primary and secondary alcs. under basic or neutral conditions without being affected by coordinative functional groups such as imidazole and tetrazole. Successful substrates for deuterium labeling include the pharmaceuticals losartan potassium, rapidosept, guaifenesin and diprophylline. The deuterated losartan potassium showedhigher stability toward the metabolism by CYP2C9 than the protiated analog. Kinetic and DFT studies indicated that the direct deuteration proceeded through dehydrogenation of alc. to the carbonyl intermediate, conversion of [IrIII-H] to [IrIII-D] with D2O, and deuteration of the carbonyl intermediate to give the α-deuterated products.

Chemical Science published new progress about Alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Electric Literature of 10602-04-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Jiao, Meng-Jie; Hu, Qiang; Hu, Xiu-Qin; Xu, Peng-Fei published the artcile< Visible-Light-Promoted Multistep Tandem Reaction of Vinyl Azides toward the Formation of 1-Tetralones>, Application of C9H8O, the main research area is tetralone preparation green chem; vinyl azide alkyl bromide tandem cyclization reaction photocatalyst.

A visible-light-driven multistep tandem reaction between vinyl azides 2-R-3-R1-4-R2-C6H2C(=CH2)N3 (R = H, Cl, Me; R1 = H, Me; R2 = H, Br, CN, Ph, etc.) and alkyl bromides R3CH(R4)C((C(O)OCH2CH3)2)Br (R3 = H, prop-1-yn-1-yl, Ph, naphthalen-1-yl, etc.; R4 = H, Me; R3R4 = -(CH2)4-) has been developed leading to the formation of tetralone skeletons I (R5 = H, Me) under mild conditions, which can be easily scaled up to the gram scale. Various 1-tetralone derivatives I are synthesized and transformed into desired products in good to high yields.

Journal of Organic Chemistry published new progress about Azides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (vinyl). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Application of C9H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts