Reaction Mechanism of Nickel 1,8-Bis(N-Heterocyclic Carbene) Carbazolide Complexes with Organonitriles and Synthesis of Nickel 8-N-Heterocyclic Carbene-1,2,3,4-Tetrahydrocarbazolide

碩士 === 國立高雄大學 === 應用化學系碩士班 === 102 === 1,8-bis(N-heterocyclic carbene) carbazolide ligands react with Ni(OAc)2•4H2O to yield 1,8-bis(N-heterocyclic carbene) carbazolide acetate complexes. Under aerobic condition, reaction of these nickel complexes and organonitriles give nickel cyano compounds. GC-F...

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Bibliographic Details
Main Authors: Chien-han Kao, 高千涵
Other Authors: Ting-yu Lee
Format: Others
Language:zh-TW
Published: 2014
Online Access:http://ndltd.ncl.edu.tw/handle/hz7768
Description
Summary:碩士 === 國立高雄大學 === 應用化學系碩士班 === 102 === 1,8-bis(N-heterocyclic carbene) carbazolide ligands react with Ni(OAc)2•4H2O to yield 1,8-bis(N-heterocyclic carbene) carbazolide acetate complexes. Under aerobic condition, reaction of these nickel complexes and organonitriles give nickel cyano compounds. GC-FID, HPLC and LC-MS analysis show the products containing benzaldehyde, benzoic acid, butyl benzoate, benzil and 3-oxo-2,3-diphenylpropanenitrile, which provide useful information for the mechanism of C-CN bond activation. Moreover, 6-methyl-8-(3-methylimidazolium-1-yl)-1,2,3,4-tetrahydrocarbazole diiodide, 8-(3-butylimidazolium-1-yl)-6-methyl-1,2,3,4-tetrahydrocarbazole dibromide and 8-(3-benzylimidazolium-1-yl)-6-methyl-1,2,3,4-tetrahydrocarbazole dibromide are prepared and characterized by 1H NMR, 13C NMR, X-ray diffraction, elemental analysis, and HRMS. Complexation of the above ligands and nickel acetate gives paramagnetic compounds, which might result from the three-coordinate feature of the metal central atom.