PDF herunterladen
Synthesis 2001(5): 0763-0767
DOI: 10.1055/s-2001-12763
PAPER
© Georg Thieme Verlag Stuttgart · New York

Isopropoxy as a Masked Hydroxy Group in Aryl Oxidative Coupling Reactions

Richard J. Bushby*, Zhibao Lu
SOMS Centre, University of Leeds, Leeds LS2 9JT, UK
e-Mail: richardb@chem.leeds.ac.uk;
Weitere Informationen

Publikationsverlauf

Received 15 January 2001
Publikationsdatum:
15. Oktober 2004 (online)

    Lizenzen und Reprints Alle Artikel dieser Rubrik

Abstract

Mono- and dihydroxy substituted triphenylenes have been prepared in a one-pot biphenyl/phenyl oxidative coupling reaction, in which isopropoxy acts as a masking/protecting group.

Key words

triphenylene - coupling - radicals - protecting groups - isopropoxy

    References

  • 1 Boden N. Bushby RJ. Clements J. J. Chem. Phys.  1993,  98:  5920 
    CrossrefGoogle Scholar
  • 2a Markovitsi D. Germain A. Millie P. Lecuyer P. Gallos LK. Argyrakis P. Bengs H. Ringsdorf H. J. Phys. Chem.  1995,  99:  1005 
    CrossrefGoogle Scholar
  • 2b Simmerer J. Glusen B. Paulus W. Kettner A. Schuhmacher P. Adam D. Etzbach KH. Siemensmeyer K. Wendorff JH. Ringsdorf H. Haarer D. Adv. Mater.  1996,  8:  815 
    CrossrefGoogle Scholar
  • 3a Cooke G. Radhi A. Boden N. Bushby RJ. Lu ZB. Brown SJ. Heath SL. Tetrahedron  2000,  56:  3385 
    CrossrefGoogle Scholar
  • 3b Cooke G. Kaushal N. Boden N. Bushby RJ. Lu ZB. Lozman OR. Tetrahedron Lett.  2000,  41:  7955 
    CrossrefGoogle Scholar
  • 4a Boden N. Bushby RJ. Cammidge AN. Martin PS. J. Mater. Chem.  1995,  5:  1857 
    CrossrefGoogle Scholar
  • 4b Boden N. Bushby RJ. Cammidge AN. El-Mansoury A. Martin PS. Lu ZB. J. Mater. Chem.  1999,  9:  1391. 
    CrossrefGoogle Scholar
  • 5a Boden N. Bushby RJ. Lu ZB. Liq. Cryst.  1998,  25:  47 
    Google Scholar
  • 5b Boden N. Bushby RJ. Cammidge AN. J. Am. Chem. Soc.  1995,  117:  924 
    Google Scholar
  • 5c Boden N. Bushby RJ. Lu ZB. Eichhorn H. Mol. Cryst. Liq. Cryst.  1999,  332:  2791 
    Google Scholar
  • 5d Boden N. Bushby RJ. Eichhorn H. Lu ZB. Abeysekeara R. Robards AW. Mol. Cryst. Liq. Cryst.  1999,  332:  2803 
    Google Scholar
  • 6 Boden N. Bushby R. J. Cammidge A. N. Headdock H. Synthesis  1995,  31 
    Artikel in Thieme ConnectGoogle Scholar
  • 7a Closs F. Haubling L. Henderson P. Ringsdorf H. Schuhmacher P. J. Chem. Soc., Perkin Trans. 1  1995,  829 
    Google Scholar
  • 7b Henderson P. Ringsdorf H. Schuhmacher P. Liq. Cryst.  1995,  18:  191 
    Google Scholar
  • 7c Cooke G. Hell F. Violini S. Synth. Commun.  1997,  27:  3745 
    Google Scholar
  • 9 Greene TW. Wuts PGM. Protective Groups in Organic Synthesis   3rd ed. Wiley; New York: 1999.  p 924.
    Google Scholar
  • 10 Banwell MG. Flynn BL. Steward SG. J. Org. Chem.  1998,  63:  9139 
    CrossrefGoogle Scholar
  • 11 Boden N. Bushby RJ. Lu ZB. Headdock G. Tetrahedron Lett.  2000,  41:  10117 
    CrossrefGoogle Scholar
  • 12 Siegman JR. House JJ. J. Org. Chem.  1982,  47:  2773 
    Google Scholar
  • 13 Buckley TF. Rapoport H. J. Am. Chem. Soc.  1980,  102:  3056 
    CrossrefGoogle Scholar
  • 14 Musgrave W. J. Chem. Soc. C.  1971,  1393 
    CrossrefGoogle Scholar
  • 15 Kobayashi A. Koguchi Y. Kanzaki H. Kajiyama S. Kawazu K. Biosci. Biotechnol. Biochem.  1994,  58:  133 
    Google Scholar
8

Boden N., Bushby R. J., Liu Q. Y., Lozman O. R.; J. Mater. Chem. to be published.