Ultra-small palladium nano-particles synthesized using bulky S/Se and N donor ligands as a stabilizer: application as catalysts for Suzuki-Miyaura coupling

Oswal Preeti; Arora Aayushi; Kaushal Jolly; Rao Gyandshwar Kumar; Kumar Sushil; Singh Alai K.; Kumar Arun

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Ultra-small palladium nano-particles synthesized using bulky S/Se and N donor ligands as a stabilizer: application as catalysts for Suzuki-Miyaura coupling

机译：使用笨重的S / SE和N个供体配体合成的超小钯纳米颗粒作为稳定剂：作为Suzuki-Miyaura联轴器的催化剂应用

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Two chalcogenated ligands L1 and L2 containing anthracene core and amine functionality have been synthesized. Both the ligands have been characterized using H-1 and C-13{H-1} NMR techniques. The structure of L1 has also been corroborated by single crystal X-ray diffraction. Application of L1 and L2 as stabilizers for palladium nano-particles (NPs) has been explored and six different types of NPs 1-6 have been prepared by varying the quantity of stabilizer. The nano-particles have been characterized by PXRD, EDX, and HRTEM techniques. The size of NPs has been found to be in the range of similar to 1-2 nm, 2-3 nm, 4-6 nm, 1-2 nm, 1-2 nm and 3-5 nm for 1-6 respectively. The catalytic activities of 1-6 have been explored for Suzuki-Miyaura coupling of phenyl boronic acid with various aryl halides. These NPs showed good catalytic activity for various aryl chlorides/bromides at low catalyst loading (5 mg). Among 1-6, the highest activity has been observed for NPs 1, probably due to their relatively small size and high uniformity in the dispersion. The recyclability of the NPs upto 5 catalytic cycles is a distinct advantage.

机译：已经合成了含有蒽核和胺官能团的两种硫化物化配体L1和L2。双配体已经使用H-1和C-13 {H-1} NMR技术表征。 L1的结构也通过单晶X射线衍射进行了证实。 L1和L2的施用作为钯纳米颗粒（NPS）的稳定剂已经探索，并通过改变稳定剂的量来制备六种不同类型的NPS 1-6。纳米颗粒的特征在于PXRD，EDX和HRTEM技术。已经发现NPS的尺寸在于同样为1-2nm，2-3nm，4-6nm，1-2nm，1-2nm和3-5nm的范围，分别为1-6。已经探索了苯硼酸与各种芳基卤化物的辛基钼酸偶联的催化活性。这些NPS在低催化剂负载（5mg）下为各种芳基氯化物/溴化物显示出良好的催化活性。在1-6中，对于NPS 1，已经观察到最高的活性，可能是由于它们在分散中的尺寸相对较小和高均匀性。 NPS高达5催化循环的再循环性是明显的优势。

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《RSC Advances》 |2019年第39期|共7页
作者
Oswal Preeti; Arora Aayushi; Kaushal Jolly; Rao Gyandshwar Kumar; Kumar Sushil; Singh Alai K.; Kumar Arun;
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Doon Univ Sch Phys Sci Dept Chem Dehra Dun 248012 Uttar Pradesh India;

Doon Univ Sch Phys Sci Dept Chem Dehra Dun 248012 Uttar Pradesh India;

Doon Univ Sch Phys Sci Dept Chem Dehra Dun 248012 Uttar Pradesh India;

Amity Univ Haryana Amity Sch Appl Sci Dept Chem Gurgaon 122413 Haryana India;

Doon Univ Sch Phys Sci Dept Chem Dehra Dun 248012 Uttar Pradesh India;

India Inst Technol Delhi Dept Chem New Delhi 110016 India;

Doon Univ Sch Phys Sci Dept Chem Dehra Dun 248012 Uttar Pradesh India;

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1. Ultra-small palladium nano-particles synthesized using bulky S/Se and N donor ligands as a stabilizer: application as catalysts for Suzuki-Miyaura coupling [J] . Oswal Preeti, Arora Aayushi, Kaushal Jolly, RSC Advances . 2019,第39期

机译：使用笨重的S / SE和N个供体配体合成的超小钯纳米颗粒作为稳定剂：作为Suzuki-Miyaura联轴器的催化剂应用
2. Active palladium catalyst supported by bulky diimine ligand catalyzed Suzuki-Miyaura coupling reaction in water under phosphane-free and low catalyst loading conditions [J] . Mohammad Gholinejad, Vahid Karimkhani, II Kim Applied Organometallic Chemistry . 2014,第4期

机译：在无膦和低催化剂负载条件下，笨重的二亚胺配体负载的活性钯催化剂在水中催化了Suzuki-Miyaura偶联反应
3. Palladium(II) complexes containing sterically bulky O, N donor ligands: Synthesis, characterization and catalytic activity in the Suzuki-Miyaura and Sonogashira coupling reactions [J] . Journal of Organometallic Chemistry . 2020,第期

机译：钯（II）含有空间笨重的O，N体配体的络合物：Suzuki-miyaura和Sonogashira偶联反应中的合成，表征和催化活性
4. Supported Palladium Catalysis using a Biguanide N-donor Motif on Mesoporous silica for Suzuki-Miyaura Coupling Reaction [C] . AMIRHOSSEIN FALLAH, DAVOOD KORDESTANI, ABDOLHAMID ALIZADEH, International Conference on Manufacturing Science and Technology . 2013

机译：支持钯催化，使用双胍N型in-inoor motif用于苏祖米瘤偶联反应的中孔二氧化硅
5. I. Multicatalysis: Development of a Bismuth(III) triflate-catalyzed Nucleophilic addition/ Hydrofunctionalization Reaction in the Synthesis of Complex Heterocycles II. C--H Arylation of Arenes and Heteroarenes with Palladium-Carboxylate Catalysts: Identification of the Catalyst Resting State and the Crucial Role of Pivalate Ligand in Stabilization of the Catalyst III. C--H Arylation of Heteroarenes with Palladium-Carboxylate Catalysts: Importance of Phosphine Ligand for Basic Heteroarene Substrates IV. C--H Arylation of Heteroarenes with Palladium-Carboxylate Catalysts: Effect of the Properties of Basic Heteroarene Substrates on Direct Arylations. [D] . Tundel, Rachel E. 2011

机译：I.多催化作用：在复杂的杂环化合物的合成中三氟甲磺酸铋（III）催化的亲核加成/加氢官能化反应的发展。羰基钯催化剂对芳烃和杂芳烃的CH-H芳基化反应：催化剂静止状态的鉴定以及新戊酸酯配体在稳定催化剂中的关键作用III。羰基钯催化剂催化杂芳烃的CH芳基化：膦配体对基础杂芳烃基质的重要性IV。杂芳烃与钯-羧酸酯的CH芳基化：碱性杂芳烃底物性能对直接芳基化的影响。
6. Synthesis and Application of Palladium Precatalysts that Accommodate Extremely Bulky di-tert-Butylphosphino Biaryl Ligands [O] . Nicholas C. Bruno, Stephen L. Buchwald -1

机译：容纳极大体积的二叔丁基膦膦联芳基配体的钯预催化剂的合成与应用
7. Ultra-small palladium nano-particles synthesized using bulky S/Se and N donor ligands as a stabilizer: application as catalysts for Suzuki–Miyaura coupling [O] . Preeti Oswal, Aayushi Arora, Jolly Kaushal, 2019

机译：使用笨重的S / SE和N个供体配体合成的超小钯纳米颗粒作为稳定剂：作为Suzuki-Miyaura联轴器的催化剂应用

Ultra-small palladium nano-particles synthesized using bulky S/Se and N donor ligands as a stabilizer: application as catalysts for Suzuki-Miyaura coupling

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