10271-57-5Relevant articles and documents
Pd nanoparticles immobilized on poly(NIPAM-co-4-VP) hydrogel: Highly active and reusable catalyst for carbon-carbon coupling reactions in water
Lee, Yongwoo,Hong, Myeng Chan,Ahn, Hyunseok,Yu, Jeongmok,Rhee, Hakjune
, p. 80 - 93 (2014)
Poly(N-isopropylacrylamide-co-4-vinylpyridine) [poly(NIPAM-co-4-VP)] co-polymer exhibited inverse temperature solubility with a lower critical solution temperature (LCST) in water. Pd nanoparticles were immobilized on these poly(NIPAM-co-4-VP) hydrogels. The heterogeneous Pd catalyst showed high catalytic activities for carbon-carbon coupling reactions, such as Suzuki-Miyaura, Heck-Mizoroki, and Sonogashira coupling reactions in water. The Pd catalyst immobilized on poly(NIPAM-co-4-VP) hydrogel (NIPAM:4-VP = 1:1 M ratio) showed an excellent recyclability and excellent yield for carbon-carbon coupling reactions.
Encapsulating palladium nanoparticles inside ethylenediamine functionalized and crosslinked chlorinated poly(vinyl chloride) nanofibers as an efficient and stable heterogeneous catalyst for coupling reactions
Du, Yijun,Qi, Chenze,Qin, Min,Shao, Linjun,Tao, Hongyu,Wang, Qingqing
, (2020)
Palladium chloride and chlorinated poly (vinyl chloride) (CPVC) mixture were prepared into homogeneous solution, followed by electrospinning to make uniform nanofibers with average diameter of ~460 nm. Then, these composite nanofibers were treated in ethy
The Sonogashira coupling reaction catalyzed by ultrafine nickel(0) powder
Wang, Lei,Li, Pinhua,Zhang, Yicheng
, p. 514 - 515 (2004)
The Sonogashira coupling reaction catalyzed by ultrafine nickel(0) powder has been developed; terminal alkynes couple with aryl, alkenyl iodide and aryl bromide in the presence of cuprous iodide, triphenylphosphine, potassium hydroxide and ultrafine particle nickel(0) to provide the corresponding cross-coupling products with high yields.
DBU-Mediated Efficient Synthesis of Diaryl Ethynes and Enynes from 1,1-Dibromoalkenes at Room Temperature
Thummala, Yadagiri,Morri, Ashok K.,Karunakar, Galla V.,Doddi, Venkata Ramana
, p. 6280 - 6285 (2018)
The reaction of 1,1-dibromoalkenes and aryl iodides in the presence of DBU and a PdII/CuI catalytic system afforded diaryl alkynes and enynes at ambient temperature. Control experiments demonstrated the essential ligand role of DBU i
Copper- and phosphine-free Sonogashira coupling reaction catalyzed by silica-(acac)-supported palladium nanoparticles in water
Hajipour, Abdol R.,Shirdashtzade, Zohre,Azizi, Ghobad
, p. 696 - 698 (2014)
A palladium-based catalyst supported on acac-functionalized silica was used as a heterogeneous catalyst for the Sonogashira cross-coupling reaction of various aryl halides and phenylacetylene under copper- and phosphine-free conditions. This catalytic sys
Palladium-catalyzed Reaction of Phenyl Fluoroalkanesulfonates with Alkynes and Alkenes
Chen, Qing-Yun,Yang, Zhen-Yu
, p. 1171 - 1174 (1986)
Palladium-catalyzed reaction of phenyl fluoroalkanesulfonates with alkynes and alkens under mild conditions gives the corresponding alkynyl and alkenyl substituted benzenes in good yields.
Microwave-assisted Sonogashira cross-coupling reaction catalyzed by CN-ortho-palladated complex of tribenzylamine under copper-free conditions
Hajipour, Abdol R.,Rafiee, Fatemeh
, p. 1163 - 1169 (2015)
Abstract The catalytic activity of [Pd{C6H4(CH2N(CH2Ph)2)} (μ-Br)]2 complex as an efficient, stable and non-sensitive to air and moisture catalyst was investigated in the Sonogashira cross-coupling reaction under microwave irradiation. In the presence of catalytic amount of this homogeneous catalytic system, various aryl halides were efficiently coupled with phenylacetylene under copper-free conditions. The substituted internal alkynes were produced in excellent yields in short reaction times in NMP at 100°. The combination of dimeric complex as homogenous catalyst and microwave irradiation and also NMP as microwave-active polar solvent gave higher yields in shorter reaction times.
Pd(NHC)PEPPSI-diazonium salts: An efficient blend for the decarboxylative Sonogashira cross coupling reaction
Bhojane, Jeevan Manohar,Jadhav, Vilas Gangadhar,Nagarkar, Jayashree Milind
, p. 6775 - 6780 (2017)
An efficient N-heterocyclic carbene based Pd complex is described for the de-carboxylative Sonogashira coupling reaction with diazonium salts under ligand and co-catalyst free conditions. Pd(NHC)PEPPSI not only offers an air and moisture stable pre-cataly
Palladium nanoparticles embedded in improved mesoporous silica: A pH-triggered phase transfer catalyst for Sonogashira reaction
Zhao, Xiaohua,Liu, Xiang,Zhu, Yaoqin,Lu, Ming
, p. 674 - 677 (2015)
An efficient and reusable pH-responsive mesoporous silica nanocomposite shuttle-supported palladium catalyst was synthesized, which efficiently promotes the Sonogashira reaction in water-based biphasic systems. This catalyst of shell-embedded palladium nanoparticles is highly dispersed in organic phase in a pH range from 9 to 10 just like a homogeneous catalyst, and can be separated and reused like a heterogeneous one by adjusting the pH value of the aqueous medium. In addition, Sonogashira reactions can be performed without a copper co-catalyst.
Dimeric ortho-palladated homoveratrylamine as an efficient homogeneous catalyst for copper-free Sonogashira cross-coupling reaction
Hajipour, Abdol R.,Rahimi, Hannaneh,Rafiee, Fatemeh
, p. 727 - 730 (2012)
The catalytic activity of ortho-palladated [Pd{C6H2(CH2CH2NH2)-(OMe)2,3,4} (m-Br)]2, a complex of homoveratrylamine in the copper-free Sonogashira coupling reaction has been investigated. This complex is a catalyst that is efficient, stable and non-sensitive to air and moisture in the Sonogashira reaction. In this homogeneous catalytic system, various aryl halides were efficiently coupled with phenylacetylene in mostly moderate to good yields in N-methylpyrrolidone at 100 °C under copper-free conditions. Copyright
Manganese-catalyzed Sonogashira coupling of aryl iodides
Qi, Xinxin,Jiang, Li-Bing,Wu, Xiao-Feng
, p. 1706 - 1710 (2016)
An interesting manganese-catalyzed Sonogashira coupling reaction of aryl iodides has been developed. With PEG-400 as the green solvent and under mild reaction conditions, a variety of diarylacetylenes were obtained in moderate to good yields.
A novel indium-catalyzed sonogashira coupling reaction, effected in the absence of a copper salt, phosphine ligand and palladium
Borah, Harsha N.,Prajapati, Dipak,Boruah, Ramesh C.
, p. 2823 - 2825 (2005)
An efficient copper-, phosphine ligand- and palladium-free indium-catalyzed Sonogashira coupling reaction has been developed in the presence of 1 mol% indium trichloride. Coupling of various aryl halides with terminal alkynes afforded the corresponding aryl alkynes in moderate to excellent yields. Georg Thieme Verlag Stuttgart.
Facile one-pot synthesis of diarylacetylenes from arylaldehydes: Via an addition-double elimination process
Chen, Jianyang,Zhang, Xuan,Wu, Jiajun,Wang, Rui,Lei, Chunlin,An, Yanan
, p. 4701 - 4705 (2021/06/11)
A practical one-pot protocol has been developed to synthesize diarylacetylenes from arylaldehydes by treatment with 1-(arylmethyl)benzotriazoles and LiN(SiMe3)2. The reaction proceeded through imine formation, Mannich-type addition and double elimination to deliver products in up to 99% yields with broad substrate scope. In addition, gram-scale synthesis of 1-bromo-4-(phenylethynyl)benzene has been demonstrated.
Simple and efficient diaryl alkyne synthesis method
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Paragraph 0026; 0029-0031, (2021/04/14)
The embodiment of the invention discloses a simple and efficient diaryl alkyne synthesis method. The method comprises the steps of by taking arylmethylbenzotriazole and aromatic aldehyde as raw materials, carrying out addition and double-beta-elimination reaction under the action of bis (trimethylsilyl) amino salt MN (SiMe3) 2 to synthesize diaryl alkyne by a one-pot method. The raw materials and chemical reagents used in the method are easy to obtain, the reaction conditions are mild, the operation is simple, the substrate universality is good, the product yield is high, and the method is a simple and efficient diaryl alkyne synthesis method.