14064-55-2Relevant academic research and scientific papers
Palladium-catalyzed decarboxylative coupling of α,β-unsaturated carboxylic acids with aryl tosylates
Zhang, Wei,Chen, Gairong,Wang, Kaikai,Xia, Ran
, (2019/04/27)
We report a general method for selective cross-coupling of α,β-unsaturated carboxylic acids with aryl tosylates enabled by versatile Pd(II) complexes. This method features the general cross-coupling of ubiquitous α,β-unsaturated carboxylic acids by decarboxylation. The transformation is characterized by its operational simplicity, the use of inexpensive, air-stable Pd(II) catalysts, scalability and wide substrate scope. The reaction proceeds with high trans selectivity to furnish valuable (E)-1,2-diarylethenes.
Diarylethene synthesis method without transition metal catalysis
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Paragraph 0046-0050, (2019/02/06)
The invention discloses a diarylethene synthesis method without transition metal catalysis. The method comprises the following steps: a cinnamic acid derivative and aryl trifluoroborate are subjectedto a decarboxylation coupling reaction in a solvent under the action of an oxidizing agent, postprocessing is performed after the reaction, and diarylethene is obtained. K2S2O8 is adopted to promote acatalytic system in the synthetic method, and a free radical coupling reaction can be performed directly under the condition that no ligand, transition metal or alkali is added. The method has widersubstrate range and higher yield; the method is simple to operate, reaction conditions are mild, and large-scale application is facilitated.
Preparation method of palladium catalyzed 1,2-trans diaryl alkene
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Paragraph 0046-0048, (2019/06/11)
The invention discloses a preparation method of palladium catalyzed 1,2-trans diaryl alkene. The method comprises the following steps that under the effects of catalysts, cocatalysts and alkali, arylacrylic acid and aromatic esters p-toluene sulfonate take decarboxylation coupling reaction in an organic solvent; after the reaction is finished, the 1,2-trans diaryl alkene is obtained through posttreatment. The method has the advantages that through C-O bond fracture, the operation is simple; a stable palladium catalyst with low cost is used; the substrate applicability is high; the harsh reaction conditions and the addition of strong alkali are not needed; the trans 1,2-diaryl alkene can be generated at high selectivity.
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
Phosphanamine-functionalized magnetic nanoparticles (PAFMNP): An efficient magnetic recyclable ligand for the Pd-catalyzed Heck reaction of chloroarenes
Panahi, Farhad,Zarnaghash, Narges,Khalafi-Nezhad, Ali
, p. 1250 - 1255 (2016/02/19)
A phosphanamine-functionalized trimethoxysilyl compound (DPPPA) was synthesized and reacted with magnetic nanoparticles in order to synthesise a novel magnetic reusable phosphanamine ligand (PAFMNP) for application in transition metal-catalyzed coupling reactions. The Pd complex of PAFMNP (Pd-PAFMNP) was found to be an efficient heterogeneous catalyst for the Heck reaction of aryl chlorides. Only 1.0 mol% of catalyst was needed to accomplish the Heck reaction of the aryl chlorides. The catalyst was reusable at least 5 times without a significant decrease in its catalytic activity.
Pd(II) complexes with amide-based macrocycles: Syntheses, properties and applications in cross-coupling reactions
Kumar, Sushil,Jha, Rajeev Ranjan,Yadav, Sunil,Gupta, Rajeev
, p. 2042 - 2051 (2015/03/18)
This work shows Pd(ii) complexes in a set of 13-membered amide-based macrocyclic ligands varied by the placement of e--donating and e--withdrawing substituents on the ligand framework. Ligands constitute a N4 square-planar cavity and optimally house the Pd(ii) ion. The solution-state structure via NMR and absorption spectra substantiates the solid-state structure obtained by crystallography. The electrochemical studies display the impact of electronic substituents on ligands that significantly influence the redox properties and also shift the locus of oxidation. These complexes were used in the Suzuki and Heck cross-coupling reactions. The moderate cross-coupling reaction results are due to limited redox accessibility that can be improved either by using substrates with a better leaving group or by placing electron-withdrawing substituents on the macrocyclic ligands.
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.
Mechanically activated synthesis of (E)-stilbene derivatives by high-speed ball milling
Zhu, Xingyi,Liu, Jun,Chen, Tao,Su, Weike
experimental part, p. 145 - 147 (2012/05/05)
An efficient mechanically activated solvent-free synthesis of (E)-stilbene derivatives by high-speed ball milling is described. This method has notable advantages in terms of good yield, short reaction time and high selectivity. Copyright
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
Heterogeneous Pd/C-catalyzed ligand-free, room-temperature suzuki-miyaura coupling reactions in aqueous media
Maegawa, Tomohiro,Kitamura, Yoshiaki,Sako, Satoko,Udzu, Takahiro,Sakurai, Ai,Tanaka, Asami,Kobayashi, Yusuke,Endo, Koichi,Bora, Utpal,Kurita, Takanori,Kozaki, Atsushi,Monguchi, Yasunari,Sajiki, Hironao
, p. 5937 - 5943 (2008/02/13)
A mild and efficient ligand-free Suzuki-Miyaura coupling reaction catalyzed by heterogeneous Pd/C was developed. Aryl bromides and triflates undergo the cross-coupling with aryl boronic acids in excellent yields without the presence of any additives in aqueous media at room temperature. Aryl vinyl boronic acids are also applicable to this coupling reaction and provide the trans-stilbene derivatives in high yields. The application of wet-type Pd/C to the coupling reaction was achieved without any loss of activity under aerobic conditions, and the reuse of Pd/C is feasible for a fifth run without significant loss of activity. Inductively coupled plasma (ICP) mass-spectrometric analysis of the filtrate from the reaction mixture of 4-bromonitrobenzene with phenylboronic acid demonstrated that the palladium metal hardly leached into the solution within the limits of the detector ( 1 ppm), thus suggesting that the present Suzuki-Miyaura reaction proceeded by heterogeneous catalysis.
