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        Synthesis  2004(9): 1527-1531  
DOI: 10.1055/s-2004-822393
   DOI: 10.1055/s-2004-822393
PAPER
© Georg Thieme Verlag Stuttgart · New YorkCopper-Mediated Simple and Efficient Synthesis of Tribenzohexadehydro[12]annulene and Its Derivatives
Weitere Informationen
            
               
                  
                        
                              Received
                              4 May 2004 
                      
Publikationsdatum:
26. Mai 2004 (online)
            
         
      
   Publikationsverlauf
Publikationsdatum:
26. Mai 2004 (online)

Abstract
A simple and efficient synthesis of tribenzohexadehydro[12]annulene and its derivatives was carried out using coupling reaction of acetylenes with iodoarenes in the presence of catalytic amounts of CuI and PPh3, together with three equivalents of K2CO3 in DMF. This synthetic procedure was applied to the synthesis of a large annulenoannulene derivative.
Key words
annulenes - cross-coupling - cyclizations - macrocycles - oligomerization
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References
The silver complex (2c)2 AgBF4: 1H NMR (CD2Cl2): δ = 0.87 (m, 24 H), 1.02 (m, 16 H), 1.48 (m, 16 H), 2.39 (m, 8 H), 2.54 (m, 8 H), 7.09 (s, 4 H), 7.14 (s, 4 H), 7.69 (s, 2 H); LDTOF-MS: m/z calcd for C148H164Ag: 2048.19; found: 2049.5.
 
    