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    STUDIA CHEMIA - Issue no. 4 / 2007  
         
  Article:   PHOTOACTIVE BINAPHTHYL PHENOTHIAZINE DERIVATIVES.

Authors:  LARISA NATALIA POPA, MARTIN PUTALA.
 
       
         
  Abstract:   The preparation of new bis-(10-alkyl-phenothiazin-3yl)-1,1’-binaphthalene derivatives 10,13, following a rational synthetic approach based on Suzuki or Negishi arylation of suitable precursors, is discussed. Positive results were obtained by Suzuki arylation of the (RS)-6,6’-dibromo-[1,1’-binaphthalene]-2,2’-dicarbonitrile (11) with 10-hexyl-3-(4,4,5,5-tetrametyl-1,3,2-dioxaborolan-2-yl)-phenothiazine (5) and Negishi arylation of the (RS)-2,2’-diidodo-[1,1’-binaphthalene] with 3-bromo-10-hexyl-phenothiazine. These compounds are candidates for new molecular materials with potentially efficient photoinduced electron transfer properties due to the axial chirality of the binaphthyl moiety combined with the low-oxidation potential and high tendency to form stable radical cations of the phenothiazine units.  
         
     
         
         
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