Tag: M.W=0-100

Luckham, Stephen L. J.; Nozaki, Kyoko published the artcile< Toward the copolymerization of propylene with polar comonomers>, SDS of cas: 627-27-0, the main research area is propylene polar comonomers stereoselective transition metal catalyst isotacticity insertion.

Conspectus: polyolefins are produced in vast amounts and are found in so many consumer products that the two most commonly produced forms, polyethylene (PE) and polypropylene (PP), fall into the rather sparse category of mols. that are likely to be known by people worldwide, regardless of their occupation. Although widespread, the further upgrading of their properties (mech., phys., aesthetic, etc.) through the formation of composites with other materials, such as polar polymers, fibers, or talc, is of huge interest to manufacturers. To improve the affinity of polyolefins toward these materials, the inclusion of polar functionalities into the polymer chain is essential. The incorporation of a functional group to trigger controlled polymer degradation is also an emerging area of interest. Currently practiced methods for the incorporation of polar functionalities, such as post-polymerization functionalization, are limited by the number of compatible polar monomers: for example, grafting maleic anhydride is currently the sole method for practical functionalization of PP. In contrast, the incorporation of fundamental polar comonomers into PE and PP chains via coordination insertion polymerization offers good control, making it a highly sought-after process. Early transition metal catalysts (which are commonly used for the production of PE and PP) display poor tolerance toward the functional groups within polar comonomers, limiting their use to less-practical derivatives As late transition metal catalysts are less-oxophilic and thus more tolerant to polar functionalities, they are ideal candidates for these reactions. This Account focuses on the copolymerization of propylene with polar comonomers, which remains underdeveloped as compared to the corresponding reaction using ethylene. We begin with the challenges associated with the regio- and stereoselective insertion of propylene, which is a particular problem for late transition metal systems because of their propensity to undergo chain walking processes. To overcome this issue, we have investigated a range of metal/ligand combinations. We first discuss attempts with group 4 and 8 metal catalysts and their limitations as background, and then focus on the copolymerization of propylene with Me acrylate (MA) using Pd/imidazolidine-quinolinolate (IzQO) and Pd/phosphine-sulfonate (PS) precatalysts. Each generated regioregular polymer, but while the system featuring an IzQO ligand did not display any stereocontrol, that using the chiral PS ligand did. A further difference was found in the insertion mode of MA: the Pd/IzQO system inserted in a 1,2 fashion, while in the Pd/PS system a 2,1 insertion was observed We then move onto recent results from our lab using Pd/PS and Pd/bisphosphine monoxide (BPMO) precatalysts for the copolymerization of propylene with allyl comonomers. These P-stereogeneic precatalysts generated the highest isotacticity values reported to date using late transition metal catalysts. This section closes with our work using Earth-abundant nickel catalysts for the reaction, which would be especially desired for industrial applications: a Ni/phosphine phenolate (PO) precatalyst yielded regioregular polypropylene with the incorporation of some allyl monomers into the main polymer chain. The installation of a chiral menthyl substituent on the phosphine allowed for moderate stereoselectivity to be achieved, though the applicable polar monomers currently remain limited. The account concludes with a discussion of the factors that affect the insertion mode of propylene and polar comonomers in copolymerization reactions, beginning with our recent computational study, and finishing with work from ourselves and others covering both comonomer and precatalyst steric and electronic profiles with reference to the observed regioselectivity.

Accounts of Chemical Research published new progress about Coordination polymerization (insertion). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, SDS of cas: 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hu, Fangzhi; Li, Xinyao; Ding, Zhanshuai; Wang, Liang; Ge, Chunyan; Xu, Lubin; Li, Shuai-Shuai published the artcile< Divergent Synthesis of [3,4]-Fused 3-Alkenyl-Oxindoles via Propargyl Alcohol-Triggered C(sp3)-H Functionalization>, Product Details of C4H8O, the main research area is hydroxy arylethynyl pyrrolidinyl indolinone nucleophile binaphthyldiyl hydrogenphosphate catalyst cyclization; aryl diazatetracyclo hexadeca tetraenone preparation regioselective cascade.

Developed a synthetic strategy for divergent synthesis of diverse types of [3,4]-seven- or six-membered ring-fused 3-alkenyl-oxindoles incorporating benzazepine and significant building blocks from propargyl alcs. via the cascade nucleophilic substitution/site-selective hydride transfer/cyclization process unprecedentedly. Also, a variety of nucleophiles, including H2O, were available for controllable construction of a wide range of conjugated alkenes, conjugated ketones and allyl alcs. encompassing natural products and pharmaceutical motifs with the utilization of 4-amine substituted isatins and widespread terminal alkyne-derived propargyl alcs. Furthermore, the synthetic utility of the methodol. and mechanistic studies also were well presented.

ACS Catalysis published new progress about Alcohols, lower Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Product Details of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Can; Shen, Ni; Shang, Rui published the artcile< Photocatalytic defluoroalkylation and hydrodefluorination of trifluoromethyls using o-phosphinophenolate>, Application In Synthesis of 627-27-0, the main research area is alkene aryl trifluoroacetamide phosphinophenolate catalyst defluoroalkylation hydrodefluorination; difluoro aryl alkyl amide preparation; trifluoroacetate alkene phosphinophenolate catalyst defluoroalkylation; alkyl difluoro ester preparation; alkenol trifluoromethyl arene phosphinophenolate catalyst defluoroalkylation; arenyl difluoroalkanol preparation.

Under visible light irradiation, o-phosphinophenolate functions as an easily accessible photoredox catalyst to activate trifluoromethyl groups in trifluoroacetamides, trifluoroacetates and trifluoromethyl (hetero)arenes to deliver corresponding difluoromethyl radicals. It works in relay with a thiol hydrogen atom transfer (HAT) catalyst to enable selective defluoroalkylation and hydrodefluorination. The reaction allowed for the facile synthesis of a broad scope of difluoromethylene-incorporated carbonyl and (hetero)aromatic compounds, which are valuable fluorinated intermediates of interest in the pharmaceutical industry. The ortho-diphenylphosphino substituent, which is believed to facilitate photoinduced electron transfer, plays an essential role in the redox reactivity of phenolate. In addition to trifluoromethyl groups, pentafluoroethyl groups could also be selectively defluoroalkylated.

Nature Communications published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application In Synthesis of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Markov, Andrey V.; Sen’kova, Aleksandra V.; Popadyuk, Irina I.; Salomatina, Oksana V.; Logashenko, Evgeniya B.; Komarova, Nina I.; Ilyina, Anna A.; Salakhutdinov, Nariman F.; Zenkova, Marina A. published the artcile< Novel 3'-substituted-1',2',4'-oxadiazole derivatives of 18βH-glycyrrhetinic acid and their O-acylated amidoximes: synthesis and evaluation of antitumor and anti-inflammatory potential in vitro and in vivo>, Recommanded Product: N-Hydroxypropionimidamide, the main research area is oxadiazolyl oleanen preparation antitumor anti inflammatory agent SAR; acetoxy oxooleanen amidoxime preparation antitumor anti inflammatory agent SAR; 18βH-glycyrrhetinic acid; anti-inflammatory activity; antitumor activity; apoptosis; derivatives; heterocyclic moiety; metastasis; molecular docking; oxadiazole; target prediction.

A series of novel 18βH-glycyrrhetinic acid (GA) derivatives containing 3′-(alkyl/phenyl/pyridin(-2”, -3”, and -4”)-yl)-1′,2′,4′-oxadiazole moieties at the C-30 position were synthesized by condensation of triterpenoid’s carboxyl group with corresponding amidoximes and further cyclization. Screening of the cytotoxicity of novel GA derivatives on a panel of tumor cell lines showed that the 3-acetoxy triterpenoid intermediates-O-acylated amidoxime I [R = Me, Et, i-Pr, t-Bu, etc]display better solubility under bioassay conditions and more pronounced cytotoxicity compared to their 1′,2′,4′-oxadiazole analogs II [R = 2-pyridine, 3-pyridine, 4-pyridine] (median IC50 = 7.0 and 49.7μM, resp.). Subsequent replacement of the 3-acetoxy group by the hydroxyl group of pyridin(-2”, 3”, and -4”)-yl-1′,2′,4′-oxadiazole-bearing GA derivatives produced compounds III [R = 2-pyridine, 3-pyridine, 4-pyridine], showing the most pronounced selective toxicity toward tumor cells (median selectivity index (SI) > 12.1). Further detailed anal. of the antitumor activity of hit derivative III [R = 2-pyridine] revealed its marked proapoptotic activity and inhibitory effects on clonogenicity and motility of HeLa cervical carcinoma cells in vitro, and the metastatic growth of B16 melanoma in vivo. Addnl., the comprehensive in silico study revealed intermediate I [R = t-Bu], bearing the tert-Bu moiety in O-acylated amidoxime, as a potent anti-inflammatory candidate, which was able to effectively inhibit inflammatory response induced by IFNγ in macrophages in vitro and carrageenan in murine models in vivo, probably by primary interactions with active sites of MMP9, neutrophil elastase, and thrombin. Taken together, our findings provide a basis for a better understanding of the structure-activity relationship of 1′,2′,4′-oxadiazole-containing triterpenoids and reveal two hit mols. with pronounced antitumor III [R = 2-pyridine] and anti-inflammatory I [R = t-Bu] activities.

International Journal of Molecular Sciences published new progress about Amidoximes Role: PAC (Pharmacological Activity), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 29335-36-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C3H8N2O, Recommanded Product: N-Hydroxypropionimidamide.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sun, Peng-Wei; Zhang, Ze; Wang, Xinyao; Li, Linshan; Li, Yuxin; Li, Zhengming published the artcile< Cobalt-Catalyzed Intermolecular Hydroamination of Unactivated Alkenes Using NFSI as Nitrogen Source>, Application of C4H8O, the main research area is diphenylsulfonimide preparation chemoselective regioselective; alkene fluorobenzenesulfonimide cobalt hydroamination.

Comprehensive Summary : Cheap metal (Fe, Mn, and Co)-catalyzed hydroamination of alkenes has been an attractive method for synthesis of amines because of biocompatibility of metal, excellent Markovnikov selectivity and chemoselectivity. However, most reports are limited to unsaturated nitrogen sources (nitric oxide, azos, azides, cyano, etc.), for which aminated products are very limited. Notably, while used widely for fluorinating reaction, N-fluorobenzenesulfonimide (NFSI) as amine source for hydroamination has seldom been reported. Here authors developed a cobalt-catalyzed intermol. hydroamination of unactivated alkenes using NFSI as nitrogen source under mild conditions. The reaction exhibits excellent chemo- and regio-selectivity with no hydrofluorination or linear-selectivity products. Notably, the reaction proceeded with excellent yield even though the amount of Co(salen) catalyst was reduced to 0.2 mol%. Recently, a similar work was also reported by Zhang and coworkers (reference 19).

Chinese Journal of Chemistry published new progress about Aryl alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Baars, Julian; Grimm, Isabelle; Blunk, Dirk; Neudorfl, Jorg-Martin; Schmalz, Hans-Guenther published the artcile< Enantioselective Total Synthesis and Structural Revision of Dysiherbol A>, Recommanded Product: But-3-en-1-ol, the main research area is dysiherbol A enantiomer enantioselective synthesis addition cyclization cyclopropane opening; cyclization; enantioselectivity; gold catalysis; natural products; rearrangement.

A 12-step total synthesis of the natural product dysiherbol A, a strongly anti-inflammatory and anti-tumor avarane meroterpene isolated from the marine sponge Dysidea sp., was elaborated. As key steps, the synthesis features an enantioselective Cu-catalyzed 1,4-addition/enolate-trapping opening move, an Au-catalyzed double cyclization to build up the tetracyclic core-carbon skeleton, and a late installation of the C5-bridgehead Me group via proton-induced cyclopropane opening associated with spontaneous cyclic ether formation. The obtained pentacyclic compound I (corresponding to an anhydride of the originally suggested structure for dysiherbol A) showed identical spectroscopic data as the natural product, but an opposite mol. rotation. CD-spectroscopic measurements finally confirmed that both the constitution and the absolute configuration of the originally proposed structure of (+)-dysiherbol A need to be revised.

Angewandte Chemie, International Edition published new progress about 1,4-Addition reaction catalysts (stereoselective). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Recommanded Product: But-3-en-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cui, Jianchao; Ke, Sen; Zhao, Jia; Wu, Shufeng; Luo, Wencheng; Xu, Shinuo; Su, Xiaolong; Li, Yi published the artcile< Photocatalytic access to aromatic keto sulfonyl fluorides from vinyl fluorosulfates>, Reference of 627-27-0, the main research area is aromatic keto sulfonyl fluoride preparation; vinyl fluorosulfate preparation rearrangement iridium photocatalyst.

An efficient photocatalytic transformation of vinyl fluorosulfates I [R = H, 5-Br, 6-Me, 7-(phenanthren-1-yl), etc.; X = -CH2-, -O-, -CH(CH3)-], and 1H-inden-3-yl sulfofluoridate, 6-bromo-1H-inden-3-yl sulfofluoridate to aromatic β-keto sulfonyl fluorides II, III (R = H, Br) with 1 mol% of iridium catalyst under the irradiation of 3 W blue LEDs was presented. Preliminary mechanistic studies proposed a direct radical fragmentation and recombination of vinyl fluorosulfates through a free fluorosulfonyl radical (FSO2). This methodol. provides a facile approach to aromatic β-keto sulfonyl fluorides, featuring sustainable conditions and a broad substrate scope (32 examples) with 33%-90% isolated yields.

Organic Chemistry Frontiers published new progress about Cyclic voltammetry. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Reference of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sugimoto, Kenji; Mizuno, Shota; Shirato, Misaki; Tanabe, Kosuke; Matsuya, Yuji published the artcile< De novo approach to izidines via a gold-catalyzed hydroamination-N-acyliminium ion cyclization of acyclic ynamides>, Safety of But-3-en-1-ol, the main research area is acyclic ynamide preparation gold catalyst tandem hydroamination heterocyclization; izidine preparation.

A gold(I)-catalyzed novel domino reaction of acyclic ynamides yielding nitrogen-fused bicyclic skeletons was described. The reaction with 10 mol% JohnPhosAuNTf2 and stoichiometric amount of PhCO2H enables constructions of quinolizidine and indolizidine skeleton having tetrasubstituted carbon center. Especially in the case of quinolizidine synthesis, the quaternary stereogenic center was furnished under highly diastereoselective manner.

Heterocycles published new progress about Diastereoselective synthesis. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Safety of But-3-en-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sun, Zhongwei; Li, Pan; Xu, Shijun; Li, Zi-Ying; Nomura, Yoshiaki; Li, Zimu; Liu, Xiaoyun; Zhang, Shaodong published the artcile< Controlled Hierarchical Self-Assembly of Catenated Cages>, SDS of cas: 6290-03-5, the main research area is controlled hierarchical self assembly catenated cage.

Constructing hierarchical superstructures to achieve comparable complexity and functions to proteins with four-level hierarchy is challenging, which relies on the elaboration of novel building blocks with complex structures. We present a series of catenated cages with unique structural complexity and tailorability. The rational design was realized as follows. A catenane of two sym. cages (CSC), CSC-1, with all rigid imine panels was converted to a catenane of two dissym. cages (CDC), CDC-1, with two exterior flexible amine panels, and CDC-5 was tailored from CDC-1 by introducing an addnl. Me group on each blade to increase lateral hindrance. CDC-1s with the most irregular and flexible configuration formed supramol. dimers, which self-organized into 3D continuous wavelike plank with a three-level hierarchy, previously undiscovered by conventional building blocks. A drastically different 3D triclinic crystalline phase with a four-level hierarchy and trigonal phase with a three-level hierarchy were constructed of distorted CSC-1s and the most sym. CDC-5s, resp. The wavelike plank exhibited the lowest order, and the triclinic phase had a lower order than the trigonal phase which had the highest order. It correlates with the configuration of the primary structures, namely, the most disordered shape of CDC-1, the low-order configuration of CSC-1, and the most ordered geometry of CDC-5. The catenated cages with subtle structural differences therefore provide a promising platform for the search of emerging hierarchical superstructures that might be applied to proton conductivity, ferroelectricity, and catalysis.

Journal of the American Chemical Society published new progress about Cage compounds Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, SDS of cas: 6290-03-5.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Yudi; Wang, Zi; Kouznetsova, Tatiana B.; Sha, Ye; Xu, Enhua; Shannahan, Logan; Fermen-Coker, Muge; Lin, Yangju; Tang, Chuanbing; Craig, Stephen L. published the artcile< Distal conformational locks on ferrocene mechanophores guide reaction pathways for increased mechanochemical reactivity>, Related Products of 627-27-0, the main research area is distal conformational lock ferrocene mechanophore guide reaction mechanochem reactivity.

Mechanophores can be used to produce strain-dependent covalent chem. responses in polymeric materials, including stress strengthening, stress sensing and network remodelling. In general, it is desirable for mechanophores to be inert in the absence of force but highly reactive under applied tension. Metallocenes possess potentially useful combinations of force-free stability and force-coupled reactivity, but the mechanistic basis of this reactivity remains largely unexplored. Here, we have used single-mol. force spectroscopy to show that the mech. reactivities of a series of ferrocenophanes are not correlated with ring strain in the reactants, but with the extent of rotational alignment of their two cyclopentadienyl ligands. Distal attachments can be used to restrict the mechanism of ferrocene dissociation to proceed through ligand ‘peeling’, as opposed to the more conventional ‘shearing’ mechanism of the parent ferrocene, leading the dissociation rate constant to increase by several orders of magnitude at forces of ∼1 nN. It also leads to improved macroscopic, multi-responsive behavior, including mechanochromism and force-induced crosslinking in ferrocenophane-containing polymers.

Nature Chemistry published new progress about Activation entropy. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Related Products of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts