24325-70-0Relevant academic research and scientific papers
N-Heterocyclic carbene palladium (II)-pyridine (NHC-Pd (II)-Py) complex catalyzed heck reactions
Li, Dan,Tian, Qingqiang,Wang, Xuetong,Wang, Qiang,Wang, Yin,Liao, Siwei,Xu, Ping,Huang, Xin,Yuan, Jianyong
supporting information, p. 2041 - 2052 (2021/05/25)
A mild, efficient, and practical catalytic system for the synthesis of highly privileged stilbene pharmacophores is reported. This system uses N-heterocyclic carbene palladium (II) Pyridine (NHC-Pd (II)-Py) complex to catalyze the formation of carbon-carbon bonds between olefin derivatives and various bromide. This simple, gentle and user-friendly method can offer a variety of stilbene products in excellent yields under solvent-free condition. And its scale-up reaction has excellent yield and this system can be applied to industrial fields. The utility of this method is highlighted by its universality and modular synthesis of a series of bioactive molecules or important medical intermediates.
Palladium(ii) ligated with a selenated (Se, CNHC, N-)-type pincer ligand: An efficient catalyst for Mizoroki-Heck and Suzuki-Miyaura coupling in water
Sharma, Kamal Nayan,Satrawala, Naveen,Srivastava, Avinash Kumar,Ali, Munsaf,Joshi, Raj Kumar
, p. 8969 - 8976 (2019/10/28)
A new 1-[N-benzylacetamido]-3-[1-(2-phenylselenylethyl)]benzimidazolium chloride (L), the precursor of a novel (Se, CNHC, N-)-type pincer ligand (L) was synthesised in high yield through a sequence of consecutive reactions of 1H-benzimidazole with ethylene dichloride, sodium selenophenolate, and N-benzyl-2-chloroacetamide. The palladium-promoted reaction of L with PdCl2 resulted in a moisture- and air-insensitive complex [Pd(L-H2Cl)Cl] (1), which demonstrated outstanding catalytic potential for Mizoroki-Heck coupling of aromatic bromides and chlorides (with yields up to 94% and 70%, respectively) at very low catalyst loading (0.2 mol%) and under mild reaction conditions in water. The complex (1) was also investigated for Suzuki-Miyaura coupling and found to be selectively efficient (yields up to 94%) for Suzuki-Miyaura coupling of aromatic bromides at 0.01 mol% of 1 in water. All coupling reactions were carried out in the green and economical solvent, water, which is highly desirable for bulk synthesis of complex molecules in industry. During the catalytic process, complex 1 converted into PdSe nanoparticles (NPs, size range 5-6 nm) in situ. The morphology and composition of these NPs were analysed through high-resolution transmission electron microscopy and transmission electron microscopy-energy dispersive X-ray spectroscopy, respectively. The core-level, X-ray photoelectron spectroscopy analysis confirmed the presence of stable Pd0 and Pd2+ oxidation states in these PdSe NPs. Based on further experimental investigations, these nanoparticles were found to work as a stock of true catalytic species. The hot filtration test, as well as the two-phase test, confirmed the largely homogeneous nature of the catalytic process, which probably proceeds by leaching of solution-phase Pd species from these NPs.
First Cp*Co(III)-catalyzed Mizoroki-Heck coupling reactions of alkenes and aryl bromide/iodide
Srivastava, Avinash K.,Satrawala, Naveen,Ali, Munsaf,Sharma, Charu,Joshi, Raj K.
supporting information, (2019/11/13)
A Cp*Co(CO)I2 catalyzed Mizoroki-Heck coupling of alkenes and aryl halide is established at feasible reaction conditions. The Cp*Co(III) catalyst excellently work to couple the aryl iodide and alkene, and produce up to 94% yield of the coupling
Transition-Metal-Free Catalytic Carboalkoxylation of Styrenes at Room Temperature
Govindarajan,Ahmed, Jasimuddin,Swain, Asim Kumar,Mandal, Swadhin K.
, p. 13490 - 13502 (2019/10/16)
Herein, we describe the first transition-metal-free catalytic carboalkoxylation of styrenes with aryl diazonium salts by Meerwein addition in the presence of a phenalenyl ligand at room temperature without requiring any light stimulation. This three-compo
Pd(OAc)2 immobilized on imine-functionalized microporous covalent triazine polymer as efficient heterogeneous catalyst for Mizoroki–Heck cross-coupling reaction
Sadhasivam, Velu,Mathappan, Mariyappan,Harikrishnan, Muniyasamy,Chithiraikumar, Chinnadurai,Murugesan, Sepperumal,Siva, Ayyanar
, p. 2853 - 2866 (2018/02/16)
A template consisting of Pd(OAc)2 immobilized on imine-functionalized microporous covalent triazine polymer network (Pd/TATAE) was synthesized and found to be an efficient and recyclable heterogeneous solid catalyst for Mizoroki–Heck C–C coupling of styrene with substituted aryl halides under mild reaction conditions and without addition of any ligand or additives. Furthermore, Pd/TATAE could be recycled for nine consecutive cycles with minor loss of catalytic activity. Finally, the Pd/TATAE catalyst showed good catalytic activity with excellent yield of 96?% and high turnover number of 3349.
Olefination of N-Sulfinylimines under Mild Conditions
Dhara, Shubhendu,Diesendruck, Charles E.
, p. 1184 - 1190 (2017/03/11)
A very simple and efficient diastereoselective synthesis of 1,2-disubstituted alkenes has been achieved under mild conditions. Sulfoxide stabilised N-sulfinylimines reacted with in-situ-generated phosphonate carbanions to give 1,2-disubtituted alkenes in good to excellent yields. Different aryl phosphonates reacted with a range of electronically diverse N-sulfinylimines to give alkenes with >99:1 E selectivity. The most important feature of this protocol is that the reaction can be carried out at room temperature with inexpensive sodium hydride as the most effective base to generate the reactive phosphonate carbanions, and producing the alkenes with E selectivity in up to 85 % isolated yield.
Monodispersed and stable nano copper(0) from copper- aluminium hydrotalcite: Importance in C-C couplings of deactivated aryl chlorides
Arundhathi, Racha,Damodara, Dandu,Mohan, Kakita Veera,Kantam, Mannepalli Lakshmi,Likhar, Pravin R.
supporting information, p. 751 - 756 (2013/04/10)
A simple one-step approach for the preparation of highly monodispersed nano copper(0) stabilized on alumina [Cu(0)/Al2O3] by thermal reduction of copper-aluminium hydrotalcite (Cu-Al HT) under a hydrogen atmosphere is described. The transformation of Cu-Al HT to Cu(0)/Al 2O3 occurrs via dehydroxylation of divalent and trivalent metal hydroxides and decarboxylation of carbonate anions present in the interlayers of hydrotalcite, as confirmed by XPS, XANES, XRD and TEM analysis. Cu(0)/Al2O3 nano composites were used as an efficient catalyst in the C-C coupling of deactivated aryl chlorides. The high efficiency and reusability exhibited by Cu(0)/Al2O3 outline its potential as an alternative over traditional noble metal-based catalysts in C-C coupling reactions. Copyright
Palladium complexes containing multidentate phenoxy-pyridyl-amidate ligands: Highly efficient catalyst for Heck coupling of deactivated aryl halides
Kantam, M. Lakshmi,Annapurna, Manne,Likhar, Pravin R.,Srinivas,Mirzadeh, Nedaossadat,Bhargava, Suresh K.
supporting information, p. 129 - 136 (2013/02/22)
N,N′,N″,O-Tetrafunctional Pd(II) complexes prepared from the easily available amino acids are shown to be highly efficient catalysts for the Heck reaction of deactivated aryl bromides and iodides with high turnover numbers up to ca.104 and moderate activity for the activation of aryl chlorides under phosphine-free conditions.
Substituent effects on the 13C NMR chemical shifts of the imine carbon in N-(4-X-benzylidene)-4-(4-Y-styryl) anilines
Fang, Zhengjun,Cao, Chenzhong,Chen, Guanfan
, p. 1343 - 1350 (2013/08/24)
Long-range electronic substituent effects were targeted using the substituent dependence of δC(C=N), and specific cross-interactions were explored extendedly. A wide set of N-(4-X-benzylidene)- 4-(4-Y-styryl) anilines, p-X-C6H4
Catalytic application of dinuclear palladium(II) bis(thiosemicarbazone) complex in the Mizoroki-Heck reaction
Prabhu, Rupesh Narayana,Ramesh, Rengan
supporting information, p. 5961 - 5965,5 (2020/08/20)
A convenient synthesis of new square planar dinuclear palladium(II) terephthaldehyde bis(thiosemicarbazone) complex has been described. The compositions of the complex have been established by elemental analysis, spectral methods and single crystal X-ray crystallographic technique. The new complex acts as an active recyclable homogeneous catalyst for the Mizoroki-Heck reaction of electron deficient (activating) and electron rich (deactivating) aryl halides with various olefins under optimized conditions.
