Category: 627-27-0

Caiger, Lewis; Sinton, Conar; Constantin, Timothee; Douglas, James J.; Sheikh, Nadeem S.; Julia, Fabio; Leonori, Daniele published the artcile< Radical hydroxymethylation of alkyl iodides using formaldehyde as a C1 synthon>, Application In Synthesis of 627-27-0, the main research area is alkyl alc preparation; formaldehyde alkyl iodide radical hydroxymethylation photocatalyst.

Here, a strategy that couples alkyl iodide building blocks with formaldehyde through the use of photocatalysis and a phosphine additive was reported. Halogen-atom transfer (XAT) from α-aminoalkyl radicals was leveraged to convert the iodide into the corresponding open-shell species, while its following addition to formaldehyde was rendered irreversible by trapping the transient O-radical with PPh3. This event delivered a phosphoranyl radical that re-generates the alkyl radical and provided the hydroxymethylated product.

Chemical Science published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Wang, Shu; Beech, Haley K.; Bowser, Brandon H.; Kouznetsova, Tatiana B.; Olsen, Bradley D.; Rubinstein, Michael; Craig, Stephen L. published the artcile< Mechanism Dictates Mechanics: A Molecular Substituent Effect in the Macroscopic Fracture of a Covalent Polymer Network>, Electric Literature of 627-27-0, the main research area is dictate mechanic macroscopic fracture covalent polymer network.

The fracture of rubbery polymer networks involves a series of mol. events, beginning with conformational changes along the polymer backbone and culminating with a chain scission reaction. Here, we report covalent polymer gels in which the macroscopic fracture “”reaction”” is controlled by mechanophores embedded within mech. active network strands. We synthesized poly(ethylene glycol) (PEG) gels through the end-linking of azide-terminated tetra-arm PEG (Mn = 5 kDa) with bis-alkyne linkers. Networks were formed under identical conditions, except that the bis-alkyne was varied to include either a cis-diaryl (1) or cis-dialkyl (2) linked cyclobutane mechanophore that acts as a mechanochem. “”weak link”” through a force-coupled cycloreversion. A control network featuring a bis-alkyne without cyclobutane (3) was also synthesized. The networks show the same linear elasticity (G’ = 23-24 kPa, 0.1-100 Hz) and equilibrium mass swelling ratios (Q = 10-11 in tetrahydrofuran), but they exhibit tearing energies that span a factor of 8 (3.4 J, 10.6, and 27.1 J·m-2 for networks with 1, 2, and 3, resp.). The difference in fracture energy is well-aligned with the force-coupled scission kinetics of the mechanophores observed in single-mol. force spectroscopy experiments, implicating local resonance stabilization of a diradical transition state in the cycloreversion of 1 as a key determinant of the relative ease with which its network is torn. The connection between macroscopic fracture and a small-mol. reaction mechanism suggests opportunities for mol. understanding and optimization of polymer network behavior.

Journal of the American Chemical Society published new progress about Azide-alkyne 1,3-dipolar cycloaddition reaction. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Electric Literature of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hirai, Kenji; Ishikawa, Hiroto; Takahashi, Yasufumi; Hutchison, James A.; Uji-i, Hiroshi published the artcile< Autotuning of Vibrational Strong Coupling for Site-Selective Reactions>, Category: alcohols-buliding-blocks, the main research area is benzaldehyde acetophenone Prins reaction IR spectra; Fabry-Perot cavity; infrared spectroscopy; piezoelectric actuators; prins reactions; vibrational strong coupling.

Site-selective chem. opens new paths for the synthesis of technol. important mols. When a reactant is placed inside a Fabry-Perot (FP) cavity, energy exchange between mol. vibrations and resonant cavity photons results in vibrational strong coupling (VSC). VSC has recently been implicated in modified chem. reactivity at specific reactive sites. However, as a reaction proceeds inside an FP cavity, the refractive index of the reaction solution changes, detuning the cavity mode away from the vibrational mode and weakening the VSC effect. Here we overcome this issue, developing actuatable FP cavities to allow automated tuning of cavity mode energy to maintain maximized VSC during a reaction. As an example, the site-selective reaction of the aldehyde over the ketone in 4-acetylbenzaldehyde is achieved by automated cavity tuning to maintain optimal VSC of the ketone carbonyl stretch during the reaction. A nearly 50% improvement in site-selective reactivity is observed compared to an FP cavity with static mirrors, demonstrating the utility of actuatable FP cavities as microreactors for organic chem.

Chemistry – A European Journal published new progress about Activation enthalpy. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Dong, Zhe; MacMillan, David W. C. published the artcile< Metallaphotoredox-enabled deoxygenative arylation of alcohols>, Name: But-3-en-1-ol, the main research area is alc aryl halide deoxygenative arylation metallaphotoredox.

Metal-catalyzed cross-couplings are a mainstay of organic synthesis and are widely used for the formation of C-C bonds, particularly in the production of unsaturated scaffolds1. However, alkyl cross-couplings using native sp3-hybridized functional groups such as alcs. remain relatively underdeveloped2. In particular, a robust and general method for the direct deoxygenative coupling of alcs. would have major implications for the field of organic synthesis. A general method for the direct deoxygenative cross-coupling of free alcs. must overcome several challenges, most notably the in situ cleavage of strong C-O bonds3, but would allow access to the vast collection of com. available, structurally diverse alcs. as coupling partners4. Authors report herein a metallaphotoredox-based cross-coupling platform in which free alcs. are activated in situ by N-heterocyclic carbene salts for carbon-carbon bond formation with aryl halide coupling partners. This method is mild, robust, selective and most importantly, capable of accommodating a wide range of primary, secondary and tertiary alcs. as well as pharmaceutically relevant aryl and heteroaryl bromides and chlorides. The power of the transformation has been demonstrated in a number of complex settings, including the late-stage functionalization of Taxol and a modular synthesis of Januvia, an antidiabetic medication. This technol. represents a general strategy for the merger of in situ alc. activation with transition metal catalysis.

Nature (London, United Kingdom) published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Name: But-3-en-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kuribara, Takahito; Nakajima, Masaya; Nemoto, Tetsuhiro published the artcile< A visible-light activated secondary phosphine oxide ligand enabling Pd-catalyzed radical cross-couplings>, Application of C4H8O, the main research area is amine allyl methyl carbonate palladium photochem allylation; bromoalkane aryl alkene palladium photochem diastereoselective Heck reaction; aryl halide pyrrole palladium photochem radical cross coupling; haloarene palladium photochem dehalogenative hydrogenation.

A secondary phosphine oxide ligand bearing a visible-light sensitization moiety and apply it to Pd-catalyzed radical cross-coupling reactions was reported. The tautomeric phosphinous acid coordinates to palladium in-situ, allowing for pseudo-intramol. single-electron transfer between the ligand and palladium. Mol. design of the metal complexes aided by time-dependent d. functional theory calculations enables the involvement of allyl radicals from π-allyl palladium(II) complexes, and alkyl and aryl radicals from the corresponding halides and palladium(0) complex. This complex enables radical cross-couplings by ligand-to-Pd(II) and Pd(0)-to-ligand single-electron transfer under visible-light irradiation

Nature Communications published new progress about Allylation (photochem.). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Monteith, John J.; Scotchburn, Katerina; Mills, L. Reginald; Rousseaux, Sophie A. L. published the artcile< Ni-Catalyzed Synthesis of Thiocarboxylic Acid Derivatives>, Application of C4H8O, the main research area is thionoester thioamide dithioester preparation; alkyl xanthate ester thiocarbonyl imidazolide organozinc reagent cross coupling.

A Ni-catalyzed cross-coupling of readily accessible O-alkyl xanthate esters or thiocarbonyl imidazolides and organozinc reagents for the synthesis of thiocarboxylic acid derivatives has been developed. This method benefits from a fast reaction time, mild reaction conditions and ease of starting material synthesis. The use of transition metal catalysis to access a diverse range of thiocarbonyl containing compounds provides a useful complementary approach when compared to previously established methodologies.

Organic Letters published new progress about Aromatic esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (thiono-). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Zhenhua; Gorski, Bartosz; Leonori, Daniele published the artcile< Merging Halogen-Atom Transfer (XAT) and Copper Catalysis for the Modular Suzuki-Miyaura-Type Cross-Coupling of Alkyl Iodides and Organoborons>, Electric Literature of 627-27-0, the main research area is alkyl iodide aryl organoboron copper catalyst Suzuki Miyaura coupling; aryl alkane preparation.

A mechanistically distinct approach to achieve Suzuki-Miyaura-type cross-couplings between alkyl iodides and aryl organoborons was reported. This process required a copper catalyst but, in contrast with previous approaches based on palladium and nickel systems, does not utilizes the metal for the activation of the alkyl electrophile. Instead, this strategy exploited the halogen-atom transfer ability of α-aminoalkyl radicals to convert secondary alkyl iodides into the corresponding alkyl radicals that then were coupled with aryl, vinyl, alkynyl, benzyl and allyl boronate species. These novel coupling reactions feature simple set up and conditions (1 h at room temperature) and facilitate access to privileged motifs targeted by the pharmaceutical sector.

Journal of the American Chemical Society published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Electric Literature of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Luo, Zhe; Lu, Changtong; Histand, Gary; Lin, Dongen published the artcile< One-Step Visible Light Photoredox-Catalyzed Purine C8 Alkoxylation with Alcohol>, Application of C4H8O, the main research area is alkoxypurine preparation green chem; purine alc alkoxylation one step visible light photoredox catalyst.

A cross-dehydrogenation coupling reaction between purines and alcs., induced by visible light, using an acridinium photocatalyst and air as the sole oxidant, to synthesize a series of C8-alkoxy purine derivatives was developed. This protocol is a green and novel method to construct the C8-O bond on a purine ring with high step and atom economy.

Journal of Organic Chemistry published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chen, Su; Van der Eycken, Erik V.; Sharma, Upendra K. published the artcile< Remote Alkenylation via Carbopalladation/1,4-Palladium Migration/Heck Reaction Sequence with Unactivated Alkenyl Alcohols>, Computed Properties of 627-27-0, the main research area is isochroman preparation regioselective chemoselective; alkenyl alc alkenylation carbopalladation migration Heck reaction.

Intramol. C-H bond activation via 1,4-palladium migration has become a synthetic tool to enable remote functionalization of C-H bonds. In this work, authors report a Pd-catalyzed remote alkenylation with unactivated alkenyl alcs. involving a 1,4-palladium migration step. This method provides a regioselective access to synthesize substituted unsaturated alcs. in a single operational step.

Advanced Synthesis & Catalysis published new progress about Alkenyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Computed Properties of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Li, Hao; Jilili, Yikelamu; Zhen, Weijun; Zhao, Ling published the artcile< Preparation, performance and structure-properties relationship of poly(lactic acid)/modified saponite nanocomposites based on thiol-ene click chemistry>, Category: alcohols-buliding-blocks, the main research area is structure property relationship polylactic acid modified saponite nanocomposite.

Saponite (SA)-mercaptopropyl polyhedral oligomeric silsesquioxane (POSS-SH) grafted poly (L-lactic acid) (SA-POSS-PLLA) was synthesized by thiol-ene click chem. SA-POSS-PLLA was characterized by Fourier transform IR spectroscopy and XPS. When 0.3 wt% SA-POSS-PLLA was used as a modifier in poly(lactic acid) (PLA), the impact strength and elongation at break of PLA/SA-POSS-PLLA nanocomposites were increased by 1.73 times and 4.25 times compared with pure PLA, resp. The differential scanning calorimeter anal. showed that the crystallinity of PLA/SA-POSS-PLLA nanocomposites was increased from 7.74% to 30.32%. The addition of SA-POSS-PLLA increased the crystallization rate of PLA and significantly reduced the grain size of PLA, which also was proved by polarization optical microscopy anal. Rheonaut technol. for simultaneous rheometry and FTIR demonstrated that the reason why the addition of SA-POSS-PLLA nanoparticles accelerated the crystallization rate of PLA was that SA-POSS-PLLA nanoparticles promoted the adjustment of C-O-C structure and -CH3 group in the main mol. chain of PLA.

Polymer-Plastics Technology and Materials published new progress about Binding energy. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts