1224839-52-4Relevant articles and documents
Synthesis and characterization of new (N-diphenylphosphino)- isopropylanilines and their complexes: Crystal structure of (Ph 2P=S)NH-C6H4-4-CH(CH3)2 and catalytic activity of palladium(II) complexes in the Heck and Suzuki cross-coupling reactions
Aydemir, Murat,Baysal, Akin,Guerbuez, Nevin,Oezdemir, Ismail,Guemguem, Bahattin,Oezkar, Saim,Caylak, Nagihan,Yildirim, Leyla Tatar
body text, p. 17 - 24 (2010/10/02)
Three new (N-diphenylphosphino)-isopropylanilines, having isopropyl substituent at the carbon 2- (1) 4- (2) or 2,6- (3) were preparedfromtheaminolysisof chlorodiphenylphosphine with 2-isopropylaniline, 4-isopropylanilineor2,6-diisopropylaniline, respectively, under anaerobic conditions. Oxidation of 1,2 and 3 with aqueous hydrogen peroxide, elemental sulfur or gray selenium gave the corresponding oxides, sulfides and selenides (Ph2P=E)NH-C6H4-2-CH(CH3) 2, (Ph2P=E)NH-C6H4-4- CH(CH 3)2 and (Ph2P=E)NH-C6H 4-2,6-{CH(CH3)2}2, where E = O, S, or Se, respectively. The reaction of [M(cod)Cl2] (M = Pd, Pt; cod = 1,5-cyclooctadiene) with two equivalents of 1,2 or 3 yields the corresponding monodendate complexes [M((Ph2P)NH-C6H4-2- CH(CH3)2)2Cl2], M = Pd 1d, M = Pt 1e, [M((Ph2P)NH-C6H4-4-CH(CH3) 2)2Cl2], M = Pd 2d, M = Pt 2e and [M((Ph 2P)NH-C6H4-2,6-(CH(CH3) 2)2)2Cl2], M = Pd 3d, M = Pt 3e, respectively. All the compounds were isolated as analytically pure substances and characterized by NMR, IR spectroscopy and elemental analysis. Furthermore, representative solid-state structure of [(Ph2P S)NH-C 6H4-4-CH(CH3)2] (2b) was determined using single crystal X-ray diffraction technique. The complexes 1d-3d were tested and found to be highly active catalysts in the Suzuki coupling and Heck reaction, affording biphenyls and stilbenes, respectively. Copyright