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methyl (Z)-3-(p-chlorophenyl)prop-2-enoate is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

20754-24-9

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20754-24-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 20754-24-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,7,5 and 4 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 20754-24:
(7*2)+(6*0)+(5*7)+(4*5)+(3*4)+(2*2)+(1*4)=89
89 % 10 = 9
So 20754-24-9 is a valid CAS Registry Number.

20754-24-9Relevant academic research and scientific papers

Pd salen complex@CPGO as a convenient, effective heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions

Ghabdian, Mahdieh,Nasseri, Mohammad Ali,Allahresani, Ali,Motavallizadehkakhky, Alireza

, p. 1713 - 1728 (2018/05/25)

A Pd(II) Schiff base complex supported on graphene oxide nanosheets (Pd(II) salen@CPGO) has been synthesized and characterized by FT-IR, ICP-AES, XRD, SEM/EDX and TEM. The synthesized nanocatalyst has been found to be an efficient heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki coupling reactions. Pd(II) salen@CPGO could be separated and recovered easily from the reaction mixture and recycled several times without a discernible decrease in its catalytic activity. The construction of a solid sheet-supported Pd catalyst would be expected to be a promising system to perform heterogeneous catalytic reactions.

Z-Selective phosphine promoted 1,4-reduction of ynoates and propynoic amides in the presence of water

Drikermann, Denis,Kupfer, Stephan,Seifert, Fabian,Steinmetzer, Johannes,Vilotijevic, Ivan,Zi, You

, p. 6092 - 6097 (2021/07/21)

Phosphine-mediated reductions of substituted propynoic esters and amides in the presence of water yield the partially reduced α,β-unsaturated esters and amides with highZ-selectivity. The competitivein situ ZtoE-isomerization of the product in some cases lowers theZtoEratios of the isolated α,β-unsaturated carbonyl products. Reaction time and the amounts of phosphine and water in the reaction mixture are the key experimental factors which control the selectivity by preventing or reducing the rates ofZ- toE-product isomerization. Close reaction monitoring enables isolation of theZ-alkenes with high selectivities. The computational results suggest that the reactions could be highlyZ-selective owing to the stereoselective formation of theE-P-hydroxyphosphorane intermediate.

Oxidative esterification of alcohols by a single-side organically decorated Anderson-type chrome-based catalyst

Wang, Jingjing,Jiang, Feng,Tao, Chaofu,Yu, Han,Ruhlmann, Laurent,Wei, Yongge

supporting information, p. 2652 - 2657 (2021/04/21)

The direct esterification of alcohols with non-noble metal-based catalytic systems faces great challenges. Here, we report a new chrome-based catalyst stabilized by a single pentaerythritol decorated Anderson-type polyoxometalate, [N(C4H9)4]3[CrMo6O18(OH)3C{(OCH2)3CH2OH}], which can realize the efficient transformation from alcohols to esters by H2O2oxidation in good yields and high selectivity without extra organic ligands. A variety of alcohols with different functionalities including some natural products and pharmaceutical intermediates are tolerated in this system. The chrome-based catalyst can be recycled several times and still keep the original configuration and catalytic activity. We also propose a reasonable catalytic mechanism and prove the potential for industrial applications.

Highly Regio- A nd Enantioselective Hydrogenation of Conjugated α-Substituted Dienoic Acids

Liu, Xian,Liu, Song,Wang, Quanjun,Zhou, Gang,Yao, Lin,Ouyang, Qin,Jiang, Ru,Lan, Yu,Chen, Weiping

supporting information, p. 3149 - 3154 (2020/04/09)

Highly regio- A nd enantioselective hydrogenation of conjugated α-substituted dienoic acids was realized for the first time using Trifer-Rh complex, providing a straightforward method for the synthesis of chiral α-substituted ?,?′-unsaturated acids. DFT calculations revealed N+H-O hydrogen bonding interaction is formed to stabilize the transition state and the coordination of 4,5-double bond to Rh(III) center would facilitate the reductive elimination process. This hydrogenation provided a gram-scale synthesis of the precursor of sacubitril.

Palladium Ion Catalysed Oxidative C–C Bond Formation Reactions in Arylboronic Acid: Application of Cordierite Monolith Coated Catalyst

Bhat, Shrikanth K.,Prasanna,Dasappa, Jagadeesh Prasad,Hegde

, p. 2911 - 2927 (2020/03/31)

Abstract: Catalytic efficiency of palladium ion substituted in TiO2, Ti0.97Pd0.03O1.97 is successfully exploited for the oxidative homocoupling of arylboronic acid and oxidative Heck coupling reactions between arylboronic acid and olefins. The reaction protocol provides direct approach to synthesize biphenyls and cinnamates from moderate to good yield with good functional group tolerance. As a result, 11 symmetrical biaryls and 14 cinnamates were synthesized from readily available arylboronic acids. Ti0.97Pd0.03O1.97 powder catalyst is synthesized by solution combustion method and characterized by powder X-ray diffraction. The C–C bond formation reactions were carried out by catalyst cartridge method using Ti0.97Pd0.03O1.97 catalyst coated cordierite monolith. Coating of the catalyst on a cordierite monolith enhanced the applicability of the catalyst and made handling and recycling of the catalyst very easy. Catalyst was recovered and recycled for eight times in both homocoupling and oxidative Heck coupling reactions. The turnover number for both the reactions found to be 443 and 424, respectively. Graphic Abstract: [Figure not available: see fulltext.].

Sodium pyruvate as a peroxide scavenger in aerobic oxidation under carbene catalysis

Fu, Zhenqian,Hong, Xianfang,Huang, Wei,Wang, Guanjie,Wei, Chenlong

supporting information, p. 6819 - 6826 (2020/11/09)

NHC-Catalyzed aerobic oxidative reactions of imines and aldehydes have been developed by using sodium pyruvate as a novel and efficient peroxide scavenger. A structurally diverse set of imidates and amidines has been prepared from imines using this strategy. This general and efficient strategy features the use of sodium pyruvate as a novel and efficient peroxide scavenger and ambient air as the sole oxidant to efficiently control the NHC-catalyzed aerobic reaction pathway (selective realization of the oxidative pathway) under mild and green conditions. This journal is

Synthesis and characterization of mesoporous organosilica supported palladium (SBA-Pr-NCQ-Pd) as an efficient nanocatalyst in the Mizoroki–Heck coupling reaction

Moradi, Razieh,Mohammadi Ziarani, Ghodsi,Badiei, Alireza,Mohajer, Fatemeh

, (2020/10/02)

In the present study, the modification of a mesoporous organosilica nanocomposite SBA-15 (Santa Barbara Amorphous 15) was carried out in two steps, first through the surface functionalization of SBA-Pr-NH2 with 2-chloroquinoline-3-carbaldehyde to form SBA-Pr-NCQ, and then through a post-modification process with palladium ions. The target nanocompound structure of SBA-Pr-NCQ-Pd was characterized by different techniques (thermogravimetric analysis, X-ray diffraction, scanning electron microscopy, Energy-dispersive X-ray spectroscopy (EDX), and Fourier transform infrared spectroscopy). The catalytic performance of the porous inorganic–organic hybrid nanocomposite (SBA-Pr-NCQ-Pd) in one of the most important carbon–carbon bond-forming processes, the Mizoroki–Heck coupling reaction of aryl halides and methacrylate in water/ethanol media, was examined. Compared to previous reports, this protocol afforded some advantages, such as high yields of products, short reaction times, catalyst stability without leaching, simple methodology, easy workup, and greener conditions. Also, the nanocatalyst can be easily separated from the reaction mixture and reused several times without a significant decrease in activity and promises economic as well as environmental benefits.

PdII/Novel Chiral Cinchona Alkaloid Oxazoline-Catalyzed Enantioselective Oxidative Cyclization of Aromatic Alkenyl Amides

Tian, Qinqin,Liu, Yulong,Wang, Xiaoyun,Wang, Xie,He, Wei

supporting information, p. 3850 - 3855 (2019/06/08)

A highly enantioselective PdII-catalyzed aza-Wacker oxidation tandem cyclization of aromatic nitrogen-containing dienes has been achieved in the presence of novel chiral cinchona alkaloid oxazoline ligands for the first time, affording chiral dihydroindole nitrogen-containing polycyclic compounds with good yields (up to 83 %), high diastereoselectivities (> 95:5 dr), and excellent enantioselectivities (up to 97 % ee).

Phenanthroline-based microporous organic polymer as a platform for an immobilized palladium catalyst for organic transformations

Wang, Chang-An,Nie, Kun,Song, Guo-Dong,Li, Yan-Wei,Han, Yin-Feng

, p. 8239 - 8245 (2019/03/21)

Porous organic polymers have attracted significant attention owing to their large specific surface area, excellent chemical and thermal stability, and controllable skeletons. phenanthroline-based microporous organic polymer (Phen-MOP) has been synthesized via a cost-effective method based on the Scholl reaction. The Phen-MOP polymer exhibits high surface area and good stability. Owing to the phenanthroline skeleton embedding into the microporous polymer framework, the Phen-MOP can serve as a platform to support a transition metal catalyst. After being post-modified with palladium acetate, the synthesized Phen-Pd-MOP framework can serve as a highly efficient heterogeneous catalyst for the Suzuki-Miyaura coupling reaction and the Heck coupling reaction. Moreover, the Phen-Pd-MOP catalyst could be reused at least 10-12 times without any significant loss of the catalytic activity.

Palladium-melamine complex anchored on magnetic nanoparticles: A novel promoter for C-C cross coupling reaction

Bodaghifard, Mohammad Ali

, p. 57 - 64 (2019/03/06)

A palladium-melamine complex deposited on Fe3O4@SiO2 nanoparticles (MNPs-Mel-Pd) was considered as an effective catalyst for C-C cross-coupling (Mirozoki-Heck) reaction. Surface and magnetic properties of the prepared core-shell hybrid nanocatalyst was characterized using Fourier transform infrared spectroscopy, X-ray diffraction, thermogravimetric analysis, energy-dispersive X-ray, vibrating sample magnetometry, transmission and scanning electron microscopy techniques and ICP/OES analysis. It was found that the heterogeneous nanocatalyst could be recovered simply and reused numerous times without loss of its catalytic activity. The advantages of this new methodology are: isolation of highly pure products without chromatography techniques, reusability of the catalyst using a magnet, easy workup procedure and negligible leaching of palladium.

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