60835-72-5Relevant academic research and scientific papers
Copper(II) bromide: A simple and selective monobromination reagent for electron-rich aromatic compounds
Bhatt, Suchitra,Nayak, Sandip K.
, p. 1381 - 1388 (2008/02/01)
Copper(II) bromide was found to be a simple and efficient reagent for monobromination of electron-rich aromatic compounds at room temperature. The reaction proceeded smoothly with phenols, aryl alkyl ethers, and aromatic amines to afford the corresponding monobrominated product selectively in moderate to good yields. Copyright Taylor & Francis Group, LLC.
Establishment of an efficient synthetic route to 3,4:3′,4′-bis(3,6,9-trioxaundecane-1,11-dioxy)benzil
Kimura, Masaru,Shi, Kun,Hashimoto, Koji,Hu, Zhi Zhi
, p. 2375 - 2380 (2007/10/03)
3,4:3′,4′-Bis(3,6,9-trioxaundecane-1,11-dioxy)benzil (1) [bis(crown ether)benzil] was prepared by three different routes in which the third route C, including the method of Sonogashira-coupling, was the most efficient method with the overall yield of 50%. Further, the method of synthesizing the novel compound 3,4:3′,4′-bis[3,4-(3,6,9-trioxaundecane-1,11-dioxy)]benzoin (6) [bis(crown ether)benzoin], which has not yet been prepared appropriately, was also provided.
Crown-containing spironaphthoxazines and spiropyrans 3. Synthesis and investigation of the merocyanine form of crown-containing spirobenzothiazolinonaphthoxazine
Fedorova,Koshkin,Gromov,Avakyan,Nazarov,Brichkin,Vershinnikova,Nikolaeva,Chernych,Alfimov
, p. 1441 - 1450 (2007/10/03)
A method for the synthesis of the spirobenzothiazolinonaphthoxazine, stable in the merocyanine form and containing a crown-ether fragment was developed. The complexing properties of the prepared merocyanine compound and the spectroscopic and photochromic characteristics of its complexes with alkaline earth metal cations were studied by NMR and UV spectroscopy. The results were analyzed using quantum-chemical calculations. The addition of alkaline earth metal perchlorates to a solution of a crown ether-containing merocyanine dye in MeCN results in the coordination of metal cations to two binding centers, namely, the crown-ether fragment and the merocyanine oxygen atom. This gives rise to two types of complexes, which differ substantially in their structurally. The complexation induces changes in the UV spectra and influences on the photochromic behavior of the prepared compound.
Synthesis and properties of crown ether-modified posphines and their use as ligands in transition metal catalysts
Okano, Tamon,Iwahara, Masahiro,Konishi, Hisatoshi,Kiji, Jitsuo
, p. 267 - 276 (2007/10/02)
A novell series of crown ether-modified triarylphosphines, 1,2-diphenylphosphinino-2,3,5,6,8,9-hexahydro-1,4,7,10-benzotetraoxacyclodecin (IIIa) and its higher homolog (III) (common nomenclature is 3n-diphenylphosphinobenzo-ethers (n=4,5,6 and 7)), is reported.The thermodynamic parameters for the extraction of alkali metal picrates are evaluated.Phosphines III (n=5 and 6) from 1:1 stoichiometric crown-type complexes with Na+ and K+.The observed extractability is in good agreement with the cavity size selectivity concept.The thermodynamic parameters ΔHo and TΔSo for the extractive complexation at 25 deg C are -63 to -58 kJ/mol and -41 to -35 kJ/mol, respectively, thus ΔGo is governed by the entalphy term.These phosphines are applied to reactions in liquid-liquid or liquid-solid phases, as the auxiliary ligands of homogenous palladium and rhodium catalysts.The catalytic activities correlate well with the extractibilities of the phyosphine ligands.The compound 2, combined with IIIc and IIId, shows high activities toward catalytic hydrogenation of potassium and caesium cinnamates, respectively.Replacement of allyl bromide with powdered sodium or potassium iodide in benzene to give allyl iodide are catalyzed by (?-C3H5PdCl)2 in the presence of phosphines III.
Transition Metal Phosphine Complexes Possessing a Phase Transfer Function. Preparation and Catalytic Reactivity of Palladium Phosphine Complexes Containing Crown Ethers
Okano, Tamon,Iwahara, Masahiro,Suzuki, Takayoshi,Konishi, Hisatoshi,Kiji, Jitsuo
, p. 1467 - 1470 (2007/10/02)
Crown-functionalized triarylphosphines and their palladium complexes were synthesized and characterized.The palladium complexes were found to fulfil the concerted function of the transition metal catalyst and the phase transfer catalyst in the two-phase reduction of 1-chloromethylnaphthalene with formate salts.
