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    題名: Electronic effects of ruthenium-catalyzed [3+2]-cycloaddition of alkynes and azides
    作者: Hou,DR;Kuan,TC;Li,YK;Lee,R;Huang,KW
    貢獻者: 化學學系
    關鍵詞: EFFECTIVE CORE POTENTIALS;MOLECULAR-ORBITAL METHODS;GAUSSIAN-TYPE BASIS;CLICK-CHEMISTRY;ORGANIC-MOLECULES;TERMINAL ALKYNES;CYCLOADDITION;1,2,3-TRIAZOLES;FORMULA;SCOPE
    日期: 2010
    上傳時間: 2012-03-27 18:08:13 (UTC+8)
    出版者: 國立中央大學
    摘要: A combined experimental and theoretical study of ruthenium-catalyzed azide-alkyne cycloaddition (RuAAC) reactions is presented and various electronic analyses were conducted to provide a basis in understanding the observed regioselectivity of the 1,2,3-triazole products. Computational studies using density functional theory (DFT) and atoms in molecules quantum theory (AIM) further yield fresh details on the electronic factors that determine the regioselectivity in the RuAAC. It is found that the formation of 1,2,3-triazole products is irreversible and from the Hammett study, the pathway involving a vinyl cationic intermediate is ruled out. The electronic effect favors the formation of 5-electron-donating-group substituted-1,2,3-trizoles. (C) 2010 Elsevier Ltd. All rights reserved.
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    顯示於類別:[化學學系] 期刊論文

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