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Dendrimers with Carbon Rich-Cores

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Dendrimers IV

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 217))

Abstract

Carbon rich compounds such as C60 buckminsterfullerene, conjugated oligoynes, and single-walled carbon nanotubes offer advantages as core templates for the design of dendrimers with a predefined shape because of their rigid structures. I h-symmetrical C60 permits the stereochemically-controlled attachment of anchor groups for the addition of dendrons and allows the realization of the formation of perfect spherical dendrimers and of variable addition patterns. The dendronization of fullerenes improves their solubility and provides the carbon sphere with additional chemical and physical properties. Medium-chain oligoynes are used as one-dimensional core tectons, decorated with dendritically branched end-caps. Single-walled carbon nanotubes represent tubular templates for cylindrical dendrimeric nanostructures.

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6 References

  1. Newkome GR, Moorefield CN, Vögtle F (1996) Dendritic molecules: concepts, synthesis, perspectives. VCH, Weinheim

    Google Scholar 

  2. Tomalia DA, Kirchhoff PM. US Pat 4, 694, 064 (1987); Eur Pat Appl EP 234408 (1987)

    Google Scholar 

  3. Schlüter A-D (1998) Dendrimers with polymeric core: towards nanocylinders. In: Vögtle F (ed) Dendrimers. Top Curr Chem 197:165

    Google Scholar 

  4. Lamparth I, Maichle-Mössmer C, Hirsch A (1995) Angew Chem 107:1755; Angew Chem Int Ed Engl 34:1607

    Article  Google Scholar 

  5. Camps X, Schönberger H, Hirsch A (1997) Chem Eur J 3:561

    Article  CAS  Google Scholar 

  6. Camps X, Hirsch A (1997) J Chem Soc, Perkin Trans 1 1595

    Article  Google Scholar 

  7. Brettreich M, Hirsch A (1998) Tetrahedron Lett 39:2731

    Article  CAS  Google Scholar 

  8. Camps X, Dietel E, Hirsch A, Pyo S, Echegoyen L, Hackbarth S, Röder B (1999) Chem Eur J 5:2362

    Article  CAS  Google Scholar 

  9. Brettreich M, Burghardt S, Böttcher C, Bayerl T, Bayerl S, Hirsch A (2000) Angew Chem 112:1915; Angew Chem Int Ed Engl 39:1845

    Article  Google Scholar 

  10. Herzog A, Hirsch A, Vostrowsky O (2000) Eur J Org Chem 171

    Google Scholar 

  11. Djojo F, Ravanelli E, Hirsch A, Vostrowsky O (2000) Eur J Org Chem 1051–1059

    Google Scholar 

  12. Nierengarten J-F (2000) Chem Eur J 6:3667

    Article  CAS  Google Scholar 

  13. Hirsch A, Lamparth I, Grösser T, Karfunkel HR (1994) J Am Chem Soc 116:9385

    Article  CAS  Google Scholar 

  14. Hirsch A, Lamparth I, Karfunkel HR (1994) Angew Chem 106:453; Angew Chem Int Ed Engl 33:437

    Article  CAS  Google Scholar 

  15. Hirsch A, Lamparth I, Grösser T, Prato M, Lucchini V, Wudl F (1996) Regioselective multiple additions to buckminsterfullerene. In: Andreoni W (ed) The chemical physics of fullerenes 10 (and 5) years later. Kluwer Academic Publishers, Netherlands, p 267

    Google Scholar 

  16. Hirsch A (1998) Top Curr Chem 199:1

    Article  Google Scholar 

  17. Djojo F, Herzog A, Lamparth I, Hampel F, Hirsch A (1996) Chem Eur J 2:1537

    Article  CAS  Google Scholar 

  18. Djojo F, Grimme S, Hirsch A (1999) Eur J Org Chem 3027

    Google Scholar 

  19. Diederich F, Kessinger R (1999) Acc Chem Res 32:537

    Article  CAS  Google Scholar 

  20. Smith DK, Diederich F (1998) Chem Eur J 4:1353

    Article  CAS  Google Scholar 

  21. (a) Kroto HW, Heath JR, O’Brien SC, Curl RF, Smalley RE (1985) Nature 318:162; (b) Krätschmer W, Lamb LD, Fostiropoulos K, Huffman DR (1990) Nature 347:354

    Article  CAS  Google Scholar 

  22. Hirsch A (1994) The chemistry of the fullerenes. Thieme, Stuttgart New York

    Google Scholar 

  23. Diederich F, Thilgen C (1996) Science 271:317

    Article  CAS  Google Scholar 

  24. Hirsch A (1995) Synthesis 895

    Google Scholar 

  25. Hirsch A, Vostrowsky O (2001) Eur J Org Chem 829

    Google Scholar 

  26. Wooley KL, Hawker CJ, Frechet JMJ, Wudl F, Srdanov G, Shi S, Li C, Kao M (1993) J Am Chem Soc 115:9836

    Article  CAS  Google Scholar 

  27. Hawker CJ, Frechet JMJ (1990) J Chem Soc, Chem Commun 1010; Wooley KL, Hawker CJ, Frechet JMJ (1991) J Chem Soc, Perkin Trans 1 1059

    Google Scholar 

  28. Hawker CJ, Wooley KL, Frechet JMJ (1994) J Chem Soc, Chem Commun 925

    Google Scholar 

  29. Bingel C (1993) Chem Ber 126:1957

    Article  CAS  Google Scholar 

  30. Hermann A, Rüttimann M, Thilgen C, Diederich F (1995) Helv Chim Acta 78:1673

    Article  Google Scholar 

  31. Schönberger H, Schwab CH, Hirsch A, Gasteiger J (2000) J Mol Model 6:379

    Article  Google Scholar 

  32. Brettreich M (2000) Dissertation. University of Erlangen-Nürnberg

    Google Scholar 

  33. Newkome GR, Nayak A, Behera RK, Moorefield CN, Baker GR (1992) J Org Chem 57: 358

    Article  CAS  Google Scholar 

  34. Brettreich M, Hirsch A (1998) Synlett 1369

    Google Scholar 

  35. Schuster DI, Wilson SR, Kirschner AN, Schinazi RF, Schlueter-Wirtz S, Tharnisch P, Barnett T, Ermolieff J, Tang J, Brettreich M, Hirsch A (2000) In: Martin N, Maggini M, Guldi DM (eds) Fullerenes 2000. Electrochemical Society Proceedings 9:267

    Google Scholar 

  36. Gharbi N, Pressac M, Tomberly V, Da Ros T, Brettreich M, Hadchouel M, Arbeille B, Trivin F, Ceolin R, Hirsch A, Prato M, Szwarc H, Bensasson RV, Moussa F (2000) In: Martin N, Maggini M, Guldi DM (eds) Fullerenes 2000. Electrochemical Society Proceedings 9:240

    Google Scholar 

  37. Yu G, Gao J, Hummelen JC, Wudl F, Heeger AJ (1995) Science 270 (#5243):1789

    Article  CAS  Google Scholar 

  38. Feldrapp K, Brütting W, Schwoerer M, Brettreich M, Hirsch A (1999) Synthetic Metals 101:156

    Article  CAS  Google Scholar 

  39. Nierengarten J-F, Habicher T, Kessinger R, Cardullo F, Diederich F, Gramlich V, Gisselbrecht JP, Boudon C, Gross M (1997) Helv Chim Acta 80:2238

    Article  CAS  Google Scholar 

  40. Newkome GR, Lin X, Weis CD (1991) Tetrahedron: Asymmetry 2:957

    Article  CAS  Google Scholar 

  41. Young JK, Baker GR, Newkome GR, Morris KF, Johnson CS Jr (1994) Macromolecules 27:3464

    Article  CAS  Google Scholar 

  42. Cardullo F, Diederich F, Echegoyen L, Habicher T, Jayaraman N, Leblanc RM, Stoddart JF, Wang S (1998) Langmuir 14:1955

    Article  CAS  Google Scholar 

  43. Chuard T, Deschenaux R (1996) Helv Chim Acta 79:736

    Article  CAS  Google Scholar 

  44. Dardel B, Deschenaux R, Even M, Serrano E (1999) Macromolecules 32:5193

    Article  CAS  Google Scholar 

  45. Nierengarten J-F, Felder D, Nicaud J-F (2000) Tetrahedron Lett 41:41

    Article  CAS  Google Scholar 

  46. Lamparth I, Herzog A, Hirsch A (1995) Tetrahedron 52:5065

    Article  Google Scholar 

  47. DeGennes PG, Hervet H (1983) J Physiques-Lettres 44:L-351

    Google Scholar 

  48. Djojo F, Hirsch A (1998) Chem Eur J 4:344

    Article  CAS  Google Scholar 

  49. Thilgen C, Herrmann A, Diederich F (1997) Helv Chim Acta 80:183

    Article  CAS  Google Scholar 

  50. Fritschi H, Leutenegger U, Pfaltz A (1988) Helv Chim Acta 71:1553

    Article  CAS  Google Scholar 

  51. HyperChem (1996) Release 5, Hypercube Inc., Ontario, Canada

    Google Scholar 

  52. Maierhofer AP, Brettreich M, Burghardt S, Vostrowsky O, Hirsch A, Langridge S, Bayerl T (2000) Langmuir 16:8884

    Article  CAS  Google Scholar 

  53. Vostrowsky O, Brettreich M, Burghardt S, Hirsch A, Böttcher C, Maierhofer AP, Hetzer M, Bayerl S, Bayerl T (2000) In: Kuzmany H, Fink J, Mehring M, Roth S (eds) Electronic properties of novel materials-molecular nanostructures. AIP Conference Proceedings, Melville, New York, p 50

    Google Scholar 

  54. Schermann G, Grösser T, Hampel F, Hirsch A (1997) Chem Eur J 3:1105

    Article  CAS  Google Scholar 

  55. Wegner G (1981) Angew Chem 93:352; Angew Chem Int Ed Engl 20:361

    Article  CAS  Google Scholar 

  56. Wegner G (1972) Makromol Chem 154:35; Wegner G (1984) Makromol Chem Suppl 6:347; Wegner G (1974) Chimia 28:475

    Article  CAS  Google Scholar 

  57. Eastmond R, Walton DRM (1972) Tetrahedron 28:4591; Eastmond R, Johnson TR, Walton DRM (1972) Tetrahedron 28:4601; Johnson TR, Walton DRM (1972) Tetrahedron 28:5221

    Article  CAS  Google Scholar 

  58. Gibtner T (2001) Dissertation. University Erlangen-Nürnberg

    Google Scholar 

  59. Siemsen P, Livingston RC, Diederich F (2000) Angew Chem 112:2741; Angew Chem Int Ed Engl 39:2632

    Article  Google Scholar 

  60. Grayson SM, Frechet JMJ (2000) J Am Chem Soc 122:10, 335

    Article  CAS  Google Scholar 

  61. Iijima S (1991) Nature 354:56

    Article  CAS  Google Scholar 

  62. Chen J, Hamon MA, Hu H, Chen Y, Rao AM, Eklund PC, Haddon RC (1998) Science 282:95

    Article  CAS  Google Scholar 

  63. Holzinger M, Hirsch A, Bernier P, Duesberg GS, Burghard M (2000) Appl Phys A 70:599

    Article  CAS  Google Scholar 

  64. Holzinger M, Hirsch A, Bernier P, Duesberg GS, Burghard M (2000) In: Kuzmany H, Fink J, Mehring M, Roth S (eds) Electronic properties of novel materials-molecular nanostructures. AIP Conference Proceedings, Melville, New York, p 246

    Google Scholar 

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Authors and Affiliations

  1. Institut für Organische Chemie, Universität Erlangen-Nürnberg, Henkestrasse 42, 91054, Erlangen, Germany

    Andreas Hirsch & Otto Vostrowsky

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  1. Andreas Hirsch
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  2. Otto Vostrowsky
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Editors and Affiliations

  1. Kekulé-Institut für Organische Chemie und Biochemie, Universität Bonn, Gerhard-Domagk-Straße 1, 53121, Bonn, Germany

    Fritz Vögtle  & Christoph A. Schalley  & 

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Hirsch, A., Vostrowsky, O. (2001). Dendrimers with Carbon Rich-Cores. In: Vögtle, F., Schalley, C.A. (eds) Dendrimers IV. Topics in Current Chemistry, vol 217. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-45003-3_2

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  • DOI: https://doi.org/10.1007/3-540-45003-3_2

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