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        Synthesis  2002(3): 0413-0417
DOI: 10.1055/s-2002-20034
   DOI: 10.1055/s-2002-20034
PAPER
© Georg Thieme Verlag Stuttgart · New YorkSynthesis of Near-Infrared Absorbing Bisquarylium Dyes Bearing Unsymmetrically Extended π-Conjugation Structures
Further Information
            
               
                  
                        
                              Received
                              26 October 2001 
                      
Publication Date:
28 July 2004 (online)
            
         
      
   Publication History
Publication Date:
28 July 2004 (online)

Abstract
Novel cationic bisquarylium dyes 3 and 4 were prepared by the reaction of benzothiazolinosquarylium dye 2 with a series of 4-substituted 3-hydroxy or 3-ethoxycyclobut-3-ene-1,2-diones. These dyes exhibit large and intense absorptions in the near-infrared region with varying absorption maxima in the range of 771 to 815 nm.
Key words:
squarylium dyes - X-ray crystallographic analysis - heterocycles - π-conjugation structures - chromophores
- 1 
             
            Sprenger H.-E.Ziegenbein W. Angew. Chem., Int. Ed. Engl. 1968, 7: 530
- 2a 
             
            Tam AC. Appl. Phys. Lett. 1980, 37: 978
- 2b 
             
            Law KY.Bailey FC. J. Imaging Sci. 1987, 31: 172
- 3a 
             
            Matsuoka M. In Absorption Spectra of Dyes for Diode Lasers Bunshin; Tokyo: 1990. p.51
- 3b 
             
            Fabian J.Nakazumi H.Matsuoka M. Chem. Rev. 1992, 92: 1197
- 4a 
             
            Merritt VY.Hovel HJ. Appl. Phys. Lett. 1976, 29: 414
- 4b 
             
            Loutfy RO.Hsiao CK.Kazmaier PM. Photogr. Sci. Eng. 1983, 27: 5
- 5a 
             
            Thomas KG.Thomas KJ.Das S.George MV. Chem. Commun. 1997, 597
- 5b 
             
            Kukrer B.Akkaya EU. Tetrahedron Lett. 1999, 40: 9125
- 5c 
             
            Dilek G.Akkaya EU. Tetrahedron Lett. 2000, 41: 3721
- 6a 
             
            Trebs A.Jacob K. Angew. Chem., Int. Ed. Engl. 1965, 4: 694
- 6b 
             
            Maahs G.Hegenberg P. Angew. Chem., Int. Ed. Engl. 1966, 5: 888
- 7 
             
            Law KY.Bailey FC. J. Org. Chem. 1992, 57: 3278
- 8 
             
            Terpetschnig E.Lakowicz JR. Dyes and Pigments 1993, 21: 227
- 9 
             
            Yagi S.Hyodo Y.Matsumoto S.Takahashi N.Kono H.Nakazumi H. J. Chem. Soc., Perkin Trans. 1 2000, 599
- 10 
             
            Nakazumi H.Natsukawa K.Nakai K.Isagawa K. Angew. Chem., Int. Ed. Engl. 1994, 33: 1001
- 11 
             
            Hyodo Y.Nakazumi H.Yagi S.Nakai K. J. Chem. Soc., Perkin Trans. 1 2001, 2823
 
    