70437-15-9Relevant academic research and scientific papers
Nano palladium supported on high-surface-area metal-organic framework MIL-101: An efficient catalyst for Sonogashira coupling of aryl and heteroaryl bromides with alkynes
Annapurna, Manne,Parsharamulu,Vishnuvardhan Reddy,Suresh,Likhar, Pravin R.,Lakshmi Kantam, Mannepalli
, p. 234 - 239 (2015)
Palladium nanoparticle-incorporated metal-organic framework MIL-101 (Pd/MIL-101) was successfully synthesized and characterized using X-ray diffraction, nitrogen physisorption, X-ray photoelectron, UV-visible and infrared spectroscopies, and transmission electron microscopy. The characterization techniques confirmed high porosity and high surface area of MIL-101 and high stability of nano-size palladium particles. Pd/MIL-101 nanocomposite was investigated for the Sonogashira cross-coupling reaction of aryl and heteroaryl bromides with various alkynes under copper-free conditions. The reusability of the catalyst was tested for up to four cycles without any significant loss in catalytic activity.
Benzimidazolyl Palladium Complexes as Highly Active and General Bifunctional Catalysts in Sustainable Cross-Coupling Reactions
Zhu, Jiancheng,Lindsay, Vincent N. G.
, p. 6993 - 6998 (2019/08/26)
A family of air- A nd moisture-stable dinuclear palladium complexes bearing 2-benzimidazolyl ligands is reported and shown to be a highly effective and general catalytic platform in diverse cross-coupling reactions. The rigidity and conformation of the ligand scaffold was readily modified via tethering of the 2-benzimidazolyl moiety to diamine ligands, resulting in significant changes in catalytic activity. Under optimal conditions, Suzuki, Heck, and Sonogashira-type couplings of aryl bromides can all be performed efficiently with good functional group compatibility using only 0.1 mola?% of catalyst, in aqueous or alcohol solvents. Experimental evidence highlights the importance of the bifunctional character of the ligand for catalytic activity, where the basic N-functionality in the ligand framework is proposed to accelerate (trans)metalation steps via intramolecular assistance.
Phosphine-free palladium-catalyzed decarboxylative coupling of alkynylcarboxylic acids with aryl and heteroaryl halides
Reddy, Police Vishnuvardhan,Srinivas, Pottabathula,Annapurna, Manne,Bhargava, Suresh,Wagler, Jorg,Mirzadeh, Nedaossadat,Kantam, Mannepalli Lakshmi
supporting information, p. 705 - 710 (2013/04/23)
We herein report the design and development of a carboxyamido/carbene ligand and its Pd-complex for the decarboxylative coupling of alkynylcarboxylic acids with aryl and heteroaryl halides to afford arylalkynes. Copyright
Sonogashira cross-coupling reactions with heteroaryl halides in the presence of a tetraphosphine-palladium catalyst
Feuerstein, Marie,Doucet, Henri,Santelli, Maurice
, p. 1717 - 1720 (2007/10/03)
Heteroaryl halides undergoes cross-couplings with alkynes in good yields in the presence of [PdCl(C3H5)]2/cis,cis,cis-1,2, 3,4-tetrakis(diphenylphosphinomethyl)cyclopentane as catalyst. A variety of heteroaryl halides such as pyridines, quinolines, a pyrimidine, an indole, a thiophene, or a thiazole have been used successfully. The reaction also tolerates several alkynes such as phenylacetylene and a range of alk-1-ynols. Furthermore, this catalyst can be used at low loading with some substrates.
Synthesis and electrogenerated chemiluminescence of donor-substituted phenylquinolinylethynes and phenylisoquinolinylethynes: Effect of positional isomerism
Elangovan, Arumugasamy,Yang, Shu-Wen,Lin, Jui-Hsien,Kao, Kuo-Ming,Ho, Tong-Ing
, p. 1597 - 1602 (2007/10/03)
In furtherance of our research on the design, synthesis and study of electrogenerated chemiluminescence (ECL) of new donor substituted phenylquinolinylethynes, we report here more new series with the aim of studying the effect of positional isomerism on their overall photophysical properties with a special focus on ECL. For this study we have chosen 2-, 3-, and 4-(p-substituted phenyl)ethynylquinolines, and 1- and 4-(p-substituted phenyl)ethynylisoquinolines. These ethynes were synthesized in good yields by modified Sonogashira coupling of the corresponding terminal alkyne with the respective haloquinolines. The photophysical properties and ECL were studied in acetonitrile solvent and the various results are discussed.
THE SYNTHESIS OF 4-SUBSTITUTED ISOQUINOLINE DERIVATIVES FROM DIETHYL(4-ISOQUINOLYL)BORANE
Ishikura, Minoru,Oda, Izumi,Terashima, Masanao
, p. 1603 - 1610 (2007/10/02)
Syntheses of 4-substituted isoquinolines by the palladium-catalyzed cross-coupling reactions of diethyl(4-isoquinolyl)borane with organic halides are described.
