Spectroscopic and Thermogravimetric Investigation of Cd(II) Dinonyldithiophosphate: Removal of Cadmium from Aqueous Solutions

Dinonyldithiophosphoric acid (HDDTP) was synthesised from the reaction of phosphorus pentasulphide and nonyl alcohol. Dinonyldithiophosphate complex of cadmium [Cd(DDTP)2] was prepared by mixing solutions of Cd(II) with HDDTP in ethanol at room temperature. The acid and its complex were characterised by elemental analysis and spectroscopy. The thermal behaviour of Cd(DNDTP)2 was investigated by thermogravimetric analysis. Removal of Cd(II) from aqueous media by HDDTP solution was also studied. The optimum conditions for removal of Cd(II) were investigated for effects of solvent, pH, contact time, concentration, and inorganic anions. Cd(II) was quantitatively removed from aqueous solutions at the pH range of 0.5<pH<6, under the conditions that the stoichiometric ratio of HDDTP/Cd(II) ≥2/1. It can be stated that contact of the Cd(II) with HDDTP was sufficient for quantitative removing of cadmium from acidic aqueous solutions

Synthesis and reactivity of bis(diphenylphosphino)amine ligands and their application in Suzuki cross-coupling reactions

Two new bis(diphenylphosphino) amines, N,N-bis(diphenylphosphino) benzidine 1 and N, N-bis(diphenylphosphino)- 3,3-dimethoxybenzidine 2 were prepared by aminolysis. Their corresponding oxides, sulfides and selenides were readily prepared by reaction with hydrogen peroxide, elemental sulfur or grey selenium, respectively. Symmetric dinuclear palladium and platinum complexes were also isolated from the reaction with [M(cod)Cl-2] (M = Pd or Pt, cod = cycloocta-1,5-diene). All compounds were characterized by IR and NMR spectroscopy and elemental analysis and the structure of [(Ph2P)(2)N-C6H4-C6H4-N(PPh2)(2)] was determined by single crystal X-ray diffraction. The catalytic activity of palladium complexes in Suzuki coupling reactions was also investigated. (C) 2012 Elsevier B.V. All rights reserved

Crystal and molecular structure of bis(acetylacetone)ethylenediimine: intramolecular ionic hydrogen bonding in solid state

The acid form of bis(acetylacetone)ethylenedimine, H(2)acacen, was isolated as colorless needle like crystals from condensation reaction of ethylenediamine with acetylacetone at room temperature and fully characterized by MS, IR, H-1- and C-13-NMR spectroscopy, and X-ray structure analysis. The spectroscopic and structural data show the existence of intramolecular N-H...O hydrogen bonding assisted by resonance in the solid protonated form of bis(acetylacetone)ethylenediimine. The intramolecular ionic hydrogen bonding is observed in the enolic form of bis(acetylacetone)ethylenediamine and described by 'resonance assisted hydrogen bonding' model which is essentially a synergetic mutual reinforcement of hydrogen bonding and pi delocalization within the heterodienic system. In this intramolecular ionic hydrogen bonding, the proton is transferred from the enolic oxygen atom to the imine nitrogen atom leaving a negative charge on the oxygen and creating a positive charge on the nitroge

Synthesis and characterizations of N,N-bis(diphenylphosphino)ethylaniline derivatives and X-ray crystal structure of palladium (II), platinum (II) complexes

N,N-Bis(diphenylphosphino)ethylaniline compounds, [Ph2P](2)N-C6H4-C2H5, with ethyl groups at the ortho- and para-positions have been synthesized. Oxidation of the aminophosphines with hydrogen peroxide, elemental sulfur and selenium gave the corresponding oxides, sulfides and selenides [Ph2P(E)](2)N-C6H4-C2H5 (E = O, S, Se). Complexes [MCl2{(Ph2P)(2)N-C6H4-(C2H5)}] (M = Pd, Pt) and [Cu{(Ph2P)(2)N-C6H4-C2H5)(2)]PF6 were obtained by the reaction of NN-bis(diphenylphosphino)ethylaniline with [MCl2(COD)] (M = Pd, Pt) and (Cu(MeCN)(4)]PF6. The new compounds were characterized by NMR, IR spectroscopy and microanalysis. In addition, representative solid-state structures of the palladium and platinum complexes were determined using single crystal X-ray diffraction analyses. (C) 2007 Elsevier Ltd. All rights reserved

Synthesis and characterizations of N,N-bis(diphenylphosphino)ethylaniline derivatives and X-ray crystal structure of palladium (II), platinum (II) complexes

N,N-Bis(diphenylphosphino)ethylaniline compounds, [Ph2P](2)N-C6H4-C2H5, with ethyl groups at the ortho- and para-positions have been synthesized. Oxidation of the aminophosphines with hydrogen peroxide, elemental sulfur and selenium gave the corresponding oxides, sulfides and selenides [Ph2P(E)](2)N-C6H4-C2H5 (E = O, S, Se). Complexes [MCl2{(Ph2P)(2)N-C6H4-(C2H5)}] (M = Pd, Pt) and [Cu{(Ph2P)(2)N-C6H4-C2H5)(2)]PF6 were obtained by the reaction of NN-bis(diphenylphosphino)ethylaniline with [MCl2(COD)] (M = Pd, Pt) and (Cu(MeCN)(4)]PF6. The new compounds were characterized by NMR, IR spectroscopy and microanalysis. In addition, representative solid-state structures of the palladium and platinum complexes were determined using single crystal X-ray diffraction analyses

Application of N,N-bis(diphenylphosphino)aniline palladium(II) complexes as pre-catalysts in Heck coupling reactions

Palladium(II) complexes with N,N-bis(diphenylphosphino)aniline ligands catalyze the Heck reaction between styrene and aryl bromides, affording stilbenes in good yield. The structures of two of the complexes used as pre-catalysts have been detd. by single-crystal X-ray diffraction

Synthesis and characterization of ether-derivatized aminophosphines and their application in C-C coupling reactions

Four new bis(phosphino)amine ligands (Ph2P)2N-C6H3-R, where R = 3,5-OMe (1), 2,5-OMe (2), 2,4-OMe (3) or 3,4-OMe (4), were prepd. via aminolysis of the corresponding dimethoxyanilines with 2 equiv. of diphenylphosphine chloride in the presence of tri-Et amine. Oxidn. of these ligands with aq. H2O2, elemental S8 or Se powder afforded the corresponding chalcogen oxides 1a-4a, sulfides 1b-4b and selenides 1c-4c in good yields. Reaction of 1-4 with [MCl2(cod)] (M = Pt, Pd; cod = cycloocta-1,5-diene) in equimolar ratios afforded cis-[MCl2{(Ph2P)2N-C6H3-R}] (M = Pt; R = 3,5-OMe 1d, R = 2,5-OMe 2d, R = 2,4-OMe 3d, and R = 3,4-OMe 4d. M = Pd; R = 3,5-OMe 1e, R = 2,5-OMe 2e, R = 2,4-OMe 3e, and R = 3,4-OMe 4e). Similarly, reaction of [Cu(CH3CN)4]PF6 with the 1-4 in 1:2 ratio gave [Cu{(Ph2P)2N-C6H3-R}2]PF6 (R = 3,5-OMe 1f, 2,5-OMe 2f, 2,4-OMe 3f and 3,4-OMe 4f). All new compds. were fully characterized by spectroscopy and elemental anal. and the mol. structures of seven representative compds. were detd. by single-crystal X-ray crystallog. In addn., the palladium complexes were investigated as pre-catalysts in C-C coupling reactions

Synthesis of new aminophosphine complexes and their catalytic activities in C-C coupling reactions

Two new aminophosphines, benzyl-N(Ph2P)(2) and 2-picolyl-N(Ph2P)(2), have been synthesized. Oxidation of the aminophosphines with either hydrogen peroxide, elemental sulfur and selenium gave the corresponding oxides, sulfides and selenides benzyl-N(Ph2P=E)(2) and 2-picolyl-N(Ph2P=E)(2), where E = O, S, or Se. Complexes [benzyl-N(Ph2P)(2)]MCl2 and [2-picolyl-N(Ph2P)(2)]MCl2, where M = Pd, Pt, were obtained by the reaction of the aminophosphines with MCl2(cod). The new compounds were characterised by NMR, IR spectroscopy and microanalysis. Furthermore, representative solid-state structures of the palladium and platinum complexes were determined using single crystal X-ray diffraction analysis. The palladium complexes were further investigated as potential catalysts in C-C coupling reactions. (c) 2008 Elsevier B. V. All rights reserved