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A convenient preparation of C-silylated calixarenes.

  作者 Hudrlik, Paul F.;Hudrlik, Anne M.;Arasho, Wondwossen D.;Butcher, Raymond J.;  
  选自 期刊  Synthesis;  卷期  2008年-18;  页码  2968-2976  
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[摘要]Calix[4]arenes having multiple silyl groups on the upper (wide) rim were prepd. from the corresponding bromocalixarenes by halogen-metal exchange with Me3CLi followed by silylation. The best results were obtained using the clear supernatant from a mixt. of chlorosilane and Et3N. With the higher mol. wt. chlorosilanes, an aq. workup was replaced by a filtration through a column of silica gel. Para-(Trimethylsilyl)calixarene, the Si analog of the well-studied para-tert-butylcalixarene, formed a cryst. complex with toluene having a toluene mol. in the cone cavity with the toluene Me protruding out at an angle.

 
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