Preparation, chemical and physical properties of Nickel and Cobalt 1(N-Heterocyclic Carbene)Carbazolides

• Main Authors: Yu-ta Lai, 賴昱達
• Other Authors: Ting-Yu Lee
• Format: Others
• Language: zh-TW
• Published: 2014
• Online Access: http://ndltd.ncl.edu.tw/handle/98081649882732598769

碩士 === 國立高雄大學 === 應用化學系碩士班 === 102 === A series of 3,6-di-tert-butyl-1-(3-alkylimidazolium-1-yl)carbazole halides (R-Im-Cz-X, R = Me, Et, Pr, Bu, and Bn; X = Br, and I) were prepared by monobromination of 3,6-di-tert-butyl-carbazole, followed by Ullmann coupling reaction with imidazole and SN2 reaction with the analogue alkyl halides. The imidazolium salts were fully characterized by NMR spectroscopy in solution as well as X-ray diffraction crystallography in solid state. Their resonance signals are strongly dependent on the alkyl substitutents, which indicate the alkyl groups could influence the electronic or steric status of the imidazollyl moiety. Reaction of the imidazolium halide ligands with nickel acetate and base might give air-sensitive nickel (N-heterocyclic carbene) carbazolide complexes. The carbene fragments could be mono-ligated and bis-ligated to nickel atoms, since both diamagnetic and paramagnetic compounds are isolated. The UV/vis spectra demonstrate that the nickel complexes have d-d transition absorption at ~ 400 nm. The reaction of these ligands with cobalt acetate give the smiliar results.