Selective binding of substrates using sodium salts of linked C3 symmetric aryl oxides

(Note: The full text of this document is currently only available in the PDF Version )

Maarten B. Dinger and Michael J. Scott


Abstract

Tris(3,5-dialkyl-2-hydroxyphenyl)methanes (tert-butyl, tert-pentyl) react with three equivalents of sodium hydride to give hexanuclear dimers; these bulky aggregates have six well-defined coordination ‘pockets’ which demonstrate selectivity toward a variety of ketones.


References

  1. Special thematic issue on molecular recognition, Chem. Rev., 1997, 97, 1231 Search PubMed.
  2. S. Saito and H. Yamamoto, Chem. Commun., 1997, 1585 RSC and references therein.
  3. M. D. Healy, M. B. Power and A. R. Barron, Coord. Chem. Rev., 1994, 130, 63 CrossRef CAS; A. Marx and H. Yamamoto, Syn. Lett., 1999, 584 CAS and references therein T. Ooi, Y. Kondo and K. Maruoka, Angew. Chem., Int. Ed., 1998, 37, 3039 Search PubMed.
  4. L. M. Baigrie, H. R. Seiklay and T. T. Tidwell, J. Am. Chem. Soc., 1985, 107, 5391 CrossRef CAS.
  5. H. Ishitani, M. Ueno and S. Kobayashi, J. Am. Chem. Soc., 1997, 119, 7153 CrossRef.
  6. M. B. Dinger and M. J. Scott, manuscript in preparation.
  7. The tris(3,5-dialkyl-2-hydroxyphenyl)methane ligands have also been utilized for the preparation of extended structures and the synthesis of the platforms will be reported elsewhere. M. B. Dinger and M. J. Scott, submitted for publication.
  8. S. Schutte, U. K. Lingebiel and D. Schmidt-Base, Z. Naturforsch., Teil. B, 1993, 48, 263.
  9. T. D. J. D'Silva and H. J. Ringold, Tetrahedron Lett., 1967, 1505 CrossRef CAS.
  10. G. M. Sheldrick, SHELX, programs for crystal structure determination, University of Göttingen, 1997.
Click here to see how this site uses Cookies. View our privacy policy here.