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A [2+2+2]‐Cyclotrimerization Approach to Selectively Substituted Fluorenes and Fluorenols,and Their Conversion to 9,9′‐Spirobifluorenes
Authors:Reinhard P. Kaiser  Dr. Filip Hessler  Prof. Dr. Jiří Mosinger  Dr. Ivana Císařová  Prof. Dr. Martin Kotora
Affiliation:1. Department of Organic Chemistry, Faculty of Science, Charles University in Prague, Albertov 6, 128 43 Praha 2 (Czech Republic);2. Department of Inorganic Chemistry, Faculty of Science, Charles University in Prague, Albertov 6, 128 43 Praha 2 (Czech Republic)
Abstract:Synthesis of selectively substituted fluorenes and fluorenols was achieved by using catalytic [2+2+2]cyclotrimerization. Various starting diynes were reacted with different alkynes in the presence of a catalytic amount of Wilkinson’s catalyst (RhCl(PPh3)3) providing the compounds possessing the fluorene scaffold in good isolated yields. A set of four regioselectively substituted fluorenols was converted to the corresponding 9,9′‐spirobifluorenes and their spectral characteristics were measured.
Keywords:aromatic compounds  catalysis  cycloaddition  rhodium  spiro compounds
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