123770-67-2Relevant articles and documents
Palladium nanoparticles supported on MOF-5: A highly active catalyst for a ligand- and copper-free Sonogashira coupling reaction
Gao, Shuixia,Zhao, Nan,Shu, Mouhai,Che, Shunai
, p. 196 - 201 (2010)
Palladium nanoparticles supported on MOF-5 (Pd/MOF-5), have been prepared by a chemical method at room temperature. MOF-5 and Pd/MOF-5 were characterized by X-ray diffraction, N2 sorption, thermogravimetric analysis, scanning electron microscopy, and transmission electron microscopy. The catalyst consists of highly dispersed palladium nanoparticles (about 3-6 nm) on MOF-5 with a high surface area (533 m2/g). It exhibits efficient catalytic activity for the Sonogashira coupling reaction between aryl iodides and terminal acetylenes without the assistance of ligand and copper.
Copper-free sonogashira coupling reaction with PdCl2 in water under aerobic conditions
Liang, Bo,Dai, Mingji,Chen, Jiahua,Yang, Zhen
, p. 391 - 393 (2005)
(Chemical Equation Presented). A mild protocol for the copper-free Sonogashira coupling of aryl iodides with terminal acetylenes in water under aerobic conditions has been developed. The use of 1 mol % PdCl2 in the presence of pyrrolidine allows the coupling reaction to proceed at room temperature or 50°C with good to excellent yields.
Copper-catalyzed cross-coupling of aryl iodides and aryl acetylenes using microwave heating
He, Huan,Wu, Yong-Jin
, p. 3237 - 3239 (2004)
An efficient copper-catalyzed cross-coupling of aryl iodides with aryl acetylenes under microwave irradiation is described. The reaction proceeds under microwave heating with 10mol% CuI and 2equiv Cs2CO3 in 43-87% yields.
Polymethylhydrosiloxane (PMHS) as an additive in Sonogashira reactions
Gallagher, William P.,Maleczka Jr., Robert E.
, p. 537 - 541 (2003)
Polymethylhydrosiloxane (PMHS) in combination with CsF facilitates the Sonogashira reaction of a variety of alkynes and electrophiles. These couplings appear to involve the in situ formation and reaction of an alkynylsiloxane. Such couplings can be run am
Cu(I)/Pd(0)-catalyzed cross-coupling reaction of alkynylsilanes with aryl or alkenyl triflates: "Sila"-Sonogashira-Hagihara coupling
Nishihara, Yasushi,Ikegashira, Kazutaka,Mori, Atsunori,Hiyama, Tamejiro
, p. 1233 - 1234 (1997)
Alkynylsilanes reacted with aryl or alkenyl triflates in the presence of 5 mol% of Pd(PPh3)4 and 10 mol% of CuCl in DMF to give the corresponding cross-coupling, namely "sila"-Sonogashira-Hagihara coupling, products in good to excell
Palladium-catalyzed decarbonylative sonogashira coupling of terminal alkynes with carboxylic acids
Chen, Tieqiao,Huang, Tianzeng,Li, Chunya,Li, Wenhui,Li, Xinyi,Li, Zhaohui,Liu, Long,Tang, Zhi,Zhang, Tao
supporting information, p. 3304 - 3309 (2021/05/31)
A direct decarbonylative Sonogashira coupling of terminal alkynes with carboxylic acids was achieved through palladium catalysis. This reaction did not use overstoichiometric oxidants, thus overcoming the homocoupling issue of terminal alkynes. Under the reaction conditions, a wide range of carboxylic acids including those bioactive ones could couple readily with various terminal alkynes, thus providing a relative general method for preparing internal alkynes.
An efficient nanocluster catalyst for Sonogashira reaction
Chen, Cheng,Chen, Li,Li, Man-Bo,Luo, Gen,Lv, Qi-Long,Wu, Zhikun,Xu, Guo-Yong,Yang, Jinlong,Yang, Ying,Ye, Sun-Feng,Yuan, Jinyun
, p. 206 - 213 (2021/08/16)
Pd together with CuI has been well known as the catalyst towards Sonogashira reaction, which provides an effective route to functional alkynes. However, the achievement of high activity and selectivity of this catalytic system is still challenging in some cases. Illustrative examples include their low activity for aryl chloride substrates, and switched selectivity to oxidative coupling products in air atmosphere. In this work, a Cu-incorporated Au13 nanocluster [Au13Cu2(PPh3)6(SC2H4Ph)6]+[NO3]- (Au13Cu2) was designed and prepared in high yield via rapid synthesis. This atomically precise nanocluster shows the potential to be a novel catalytic system for Sonogashira reaction, featuring high activity and selectivity, as well as good recyclability even in air atmosphere.
