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

Biricik N., Kayan C., Gumgum B., Fei Z., Scopelliti R., Dyson P. J., ...Daha Fazla

INORGANICA CHIMICA ACTA, cilt.363, sa.5, ss.1039-1047, 2010 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 363 Sayı: 5
  • Basım Tarihi: 2010
  • Doi Numarası: 10.1016/j.ica.2009.12.020
  • Dergi Adı: INORGANICA CHIMICA ACTA
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1039-1047
  • Anahtar Kelimeler: Aminophosphines, Chalcogenides, X-ray structures, Catalysis, C-C coupling reactions, X-RAY-STRUCTURE, CRYSTAL-STRUCTURE, TRUE HETEROCYCLE, COMPLEXES, LIGANDS, CHEMISTRY, PALLADIUM(II), PLATINUM(II), REACTIVITY, CATALYSIS
  • İnönü Üniversitesi Adresli: Evet

Özet

Four new bis(phosphino) amine ligands (Ph2P)(2)N-C6H3-R, where R = 3,5-OMe (1), 2,5-OMe (2), 2,4-OMe (3) or 3,4-OMe (4), were prepared via aminolysis of the corresponding dimethoxyanilines with 2 equiv. of diphenylphosphine chloride in the presence of triethyl amine. Oxidation of these ligands with aqueous H2O2, elemental S-8 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)(2)N-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)(2)N-C6H3-R}(2)]PF6 (R = 3,5-OMe 1f, 2,5-OMe 2f, 2,4-OMe 3f and 3,4-OMe 4f). All new compounds were fully characterized by spectroscopy and elemental analysis and the molecular structures of seven representative compounds were determined by single-crystal X-ray crystallography. In addition, the palladium complexes were investigated as pre-catalysts in C-C coupling reactions. (C) 2009 Elsevier B.V. All rights reserved.