90971-11-2

Upstream product

• 4427-92-3 4-Phenyl-1,3-dioxolan-2-one 
• 25779-13-9 (S)-1-phenyl-1,2-ethanediol 
• 616-38-6 carbonic acid dimethyl ester 
• 609-02-9 methyl-malonic acid dimethylester 
• 204581-95-3 (S)-4-Phenyl-[1,3,2]dioxathiolane 2-oxide 
• 108-59-8 malonic acid dimethyl ester 
• 64-18-6 formic acid 
• 7257-94-5 1-phenyl-2-(p-tolylsulfonyloxy)ethanone 
• 40434-87-5 toluene-4-sulfonic acid 2-hydroxy-2-phenylethyl ester 
• 503-38-8 trichloromethyl chloroformate 
• 96-09-3 styrene oxide 
• 124-38-9 carbon dioxide 
• 20780-54-5 (S)-styrene oxide 
• 20780-53-4 (R)-Styrene oxide 

Downstream Products

• 25779-13-9 (S)-1-phenyl-1,2-ethanediol 
• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 124817-06-7 (S)-2-azido-1-phenylethanol 
• 126923-26-0 (R)-2-azido-2-phenylethan-1-ol 
• 56613-81-1 (S)-2-Amino-1-phenyl-1-ethanol 
• 56613-80-0 D-2-phenylglycinol 

Relevant academic research and scientific papers

Catalytic fixation of CO2 to cyclic carbonates by phosphonium chlorides immobilized on fluorous polymer

Phosphonium chloride covalently bound to the fluorous polymer is proved to be an efficient and recyclable homogeneous CO2-soluble catalyst for organic solvent-free synthesis of cyclic carbonates from epoxides and CO 2 under supercrit

Organocatalytic carbon dioxide fixation to epoxides by perfluorinated 1,3,5-triols catalysts

In order to improve epoxides conversion to carbonates by fixation of CO2 a new type of perfluorinated triol catalysts was developed. These simple acyclic scaffolds of enhanced acidity are efficient for catalysis through selective H-bonding acti

DBU/benzyl bromide: An efficient catalytic system for the chemical fixation of CO2 into cyclic carbonates under metal- and solvent-free conditions

A simple, mild, and inexpensive catalytic system consisting of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and benzyl bromide was developed for the cycloaddition of epoxides with ambient CO2 under metal-free and solvent-free conditions. Moreover,

A poly(ethylene glycol)-supported quaternary ammonium salt for highly efficient and environmentally friendly chemical fixation of CO2 with epoxides under supercritical conditions

A PEG-supported quaternary ammonium salt is proved to be an efficient and recyclable homogeneous catalyst for solvent-free synthesis of cyclic carbonates from carbon dioxide and epoxides under supercritical conditions. Supporting Bu4NBr on solu

Preparation of MOF Film/Aerogel Composite Catalysts via Substrate-Seeding Secondary-Growth for the Oxygen Evolution Reaction and CO2 Cycloaddition

Substrate-supported metal–organic frameworks (MOFs) films are desired to realize their potential in practical applications. Herein, a novel substrate-seeding secondary-growth strategy is developed to prepare composites of uniform MOFs films on aerogel wal

Construction of an Asymmetric Porphyrinic Zirconium Metal-Organic Framework through Ionic Postchiral Modification

Herein, one kind of neutral chiral zirconium metal-organic framework (Zr-MOF) was reported from the porphyrinic MOF (PMOF) family with a metallolinker (MnIII-porphyrin) as the achiral polytopic linker [free base tetrakis(4-carboxyphenyl)porphyrin] and chiral anions. Achiral Zr-MOF was chiralized through the exchange of primitive anions with new chiral organic anions (postsynthetic exchange). This chiral functional porphyrinic MOF (CPMOF) was characterized by several techniques such as powder X-ray diffraction, Fourier transform infrared spectroscopy, ultraviolet-visible spectroscopy, 1H NMR, energy-dispersive X-ray spectroscopy, scanning electron microscopy, and Brunauer-Emmett-Teller measurements. In the resulting structure, there are two active metal sites as Lewis acid centers (Zr and Mn) and chiral species as Br?nsted acid sites along with their cooperation as nucleophiles. This CPMOF shows considerable bimodal porosity with high surface area and stability. Additionally, its ability was investigated in asymmetric catalyses of prochiral substrates. Interactions between framework chiral species and prochiral substrates have large impacts on the catalytic ability and chirality induction. This chiral catalyst proceeded asymmetric epoxidation and CO2 fixation reactions at lower pressure with high enantioselectivity due to Lewis acids and chiral auxiliary nucleophiles without significant loss of activity up to the sixth step of consecutive cycles of reusability. Observations revealed that chiralization of Zr-MOF could happen by a succinct strategy that can be a convenient method to design chiral MOFs.

Synthesis and a Catalytic Study of Diastereomeric Cationic Chiral-at-Cobalt Complexes Based on (R, R)-1,2-Diphenylethylenediamine

Here we report the first synthesis of two diastereomeric cationic octahedral Co(III) complexes based on commercially available (R,R)-1,2-diphenylethylenediamine and salicylaldehyde. Both diastereoisomers with opposite chiralities at the metal center (Λ and Δconfigurations) were prepared. The new Co(III) complexes possessed both acidic hydrogen-bond donating (HBD) NH moieties and nucleophilic counteranions and operate as bifunctional chiral catalysts for the challenging kinetic resolution of terminal and disubstituted epoxides by the reaction with CO2 under mild conditions. The highest selectivity factor (s) of 2.8 for the trans-chalcone epoxide was achieved at low catalyst loading (2 mol %) in chlorobenzene, which is the best achieved result currently for this type of substrate.

Method for preparing cyclic carbonate by immobilizing CO2 under catalysis of organic boric acid

The invention discloses a synthesis method for synergistically catalyzing carbon dioxide immobilization through weak Lewis acid phenylboronic acid and tetrabutylammonium bromide. According to the method, CO2 is immobilized by epoxide, and a cyclic carbonate product is generated. The method comprises the following step: under the concerted catalysis of phenylboronic acid and tetrabutylammonium bromide, performing reaction on epoxide as shown in a formula IV, a formula V or a formula VI and carbon dioxide to respectively obtain a cyclic carbonate product as shown in a formula I, a formula II or a formula III. According to the method, raw materials are convenient and easy to obtain, reaction conditions are mild, operation is easy and convenient, and the yield can reach 97%.

Catalytic, Kinetic, and Mechanistic Insights into the Fixation of CO2 with Epoxides Catalyzed by Phenol-Functionalized Phosphonium Salts

A series of hydroxy-functionalized phosphonium salts were studied as bifunctional catalysts for the conversion of CO2 with epoxides under mild and solvent-free conditions. The reaction in the presence of a phenol-based phosphonium iodide proceeded via a first order rection kinetic with respect to the substrate. Notably, in contrast to the aliphatic analogue, the phenol-based catalyst showed no product inhibition. The temperature dependence of the reaction rate was investigated, and the activation energy for the model reaction was determined from an Arrhenius-plot (Ea=39.6 kJ mol?1). The substrate scope was also evaluated. Under the optimized reaction conditions, 20 terminal epoxides were converted at room temperature to the corresponding cyclic carbonates, which were isolated in yields up to 99 %. The reaction is easily scalable and was performed on a scale up to 50 g substrate. Moreover, this method was applied in the synthesis of the antitussive agent dropropizine starting from epichlorohydrin and phenylpiperazine. Furthermore, DFT calculations were performed to rationalize the mechanism and the high efficiency of the phenol-based phosphonium iodide catalyst. The calculation confirmed the activation of the epoxide via hydrogen bonding for the iodide salt, which facilitates the ring-opening step. Notably, the effective Gibbs energy barrier regarding this step is 97 kJ mol?1 for the bromide and 72 kJ mol?1 for the iodide salt, which explains the difference in activity.

Bimetallic scorpionate-based helical organoaluminum complexes for efficient carbon dioxide fixation into a variety of cyclic carbonates

A new family of bimetallic helical aluminum complexes can be obtainedviawarming up the preliminary dinuclear adduct complexes, or alternatively, by direct heating of the protioligands with 2 equiv. of AlR3. X-ray diffraction analysis corroborat