Chiral dendrimers with backfolding wedges

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

H. W. I. Peerlings and D. C. Trimbach


Abstract

Dendritic wedges with a substitution pattern that forces the growth inwards are introduced and the use of this new building strategy is exemplified in the synthesis and chiroptical properties of a chiral dendrimer.


References

  1. G. R. Newkome, C. N. Moorefield and F. Vögtle, Dendritic Molecules, Concepts, Syntheses, Perspectives, VCH, Weinheim, 1996 Search PubMed; D. A. Tomalia, N. Naylor and W. A. Goddard III, Angew. Chem., 1990, 102, 119 Search PubMed; Angew. Chem., Int. Ed. Engl., 1990, 29, 138 CrossRef CAS; G. R. Newkome, C. N. Moorefield, G. R. Baker, A. L. Johnson and R. K. Behera, J. Org. Chem., 1992, 57, 358 CrossRef CAS; Z. Xu and J. S. Moore, Angew. Chem., 1993, 105, 1394 Search PubMed; Angew. Chem., Int. Ed. Engl., 1993, 32, 1354 CrossRef CAS; C. Wörner and R. Mülhaupt, Angew. Chem., 1993, 105, 1367 CrossRef CAS; Angew. Chem., Int. Ed. Engl., 1993, 32, 1306 CrossRef CAS; K. L. Wooley, C. J. Hawker and J. M. J. Fréchet, J. Am. Chem. Soc., 1991, 113, 4252 CrossRef CAS; Angew. Chem., 1994, 106, 123 Search PubMed; Angew. Chem., Int. Ed. Engl., 1994, 33, 82 Search PubMed; T. M. Miller, T. X. Neenan, E. W. Kwock and S. M. Stein, J. Am. Chem. Soc., 1993, 115, 356 Search PubMed; J. Issberner, R. Moore and F. Vögtle, Angew. Chem., 1994, 106, 2507 CrossRef; Angew. Chem., Int. Ed. Engl., 1994, 33, 2413 Search PubMed.
  2. D. A. Tomalia, A. Naylor and W. A. Goddard III, Angew. Chem., 1990, 102, 119 CrossRef CAS; Angew. Chem., Int. Ed. Engl., 1990, 29, 138 Search PubMed; E. M. M. de Brabander-van den Berg and E. W. Meijer, Angew. Chem., 1993, 105, 1370 Search PubMed; Angew. Chem., Int. Ed. Engl., 1993, 32, 1308 CrossRef CAS.
  3. J. F. G. A. Jansen, E. M. M. de Brabander-van den Berg and E. W. Meijer, Science, 1994, 266, 1226 CrossRef CAS.
  4. J. F. G. A. Jansen, H. W. I. Peerlings, E. M. M. de Brabander-van den Beg and E. W. Meijer, Angew. Chem., 1995, 107, 1321; Angew. Chem., Int. Ed. Engl., 1995, 34, 1206 Search PubMed.
  5. P. Murer and D. Seebach, Angew. Chem., 1995, 107, 2297; P. K. Murer, J.-M. Lapierre, G. Greiveldinger and D. Seebach, Helv. Chim. Acta, 1997, 80, 1648 CrossRef CAS.
  6. D.-L. Jiang and T. Aida, Nature, 1997, 388, 454 CrossRef CAS.
  7. H. W. I. Peerlings and E. W. Meijer, Chem. Eur. J., 1997, 3, 1643.
  8. J. A. Kremers and E. W. Meijer, J. Org. Chem., 1994, 59, 4262 CrossRef; J. A. Kremers and E. W. Meijer, Reactive & Functional Polymers, 1995, 26, 137 Search PubMed.
  9. H. W. I. Peerlings, M. P. Struijk and E. W. Meijer, Chirality, in the press Search PubMed.
  10. K. Mislow and P. Bickart, Isr. J. Chem., 1976, 15, 1; H. Wynberg, G. L. Hekkert, J. P. M. Houbiers and H. W. Bosch, J. Am. Chem. Soc., 1965, 87, 2635 CrossRef CAS; H. Wynberg and L. A. Hulshof, Tetrahedron, 1974, 30, 1775 CrossRef CAS; W. Ten Hoeve and H. Wynberg, J. Org. Chem., 1980, 45, 2754 CrossRef CAS.
Click here to see how this site uses Cookies. View our privacy policy here.