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Volumn 6, Issue 4, 2004, Pages 485-488

Snowflake-Like Dendrimers via Site-Selective Synthesis of Dendrons

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE DERIVATIVE; BENZENE DERIVATIVE; BROMINE DERIVATIVE; DENDRIMER; FUNCTIONAL GROUP; TRIAZENE DERIVATIVE;

EID: 1342332936     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol036011p     Document Type: Article
Times cited : (43)

References (30)
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    • For some recent papers concerning electron transfer in dendrimers, see: (a) Gorman, C. B.; Smith, J. C.; Hager, M. W.; Parkhurst, B. L.; S.-Gracz, H.; Haney, C. A. J. Am. Chem. Soc. 1999, 121, 9958-9966. (b) Toba, R.; Quintela, J. M.; Peinador, C.; Román, E.; Kaifer, A. E. Chem. Commun. 2001, 857-858. (c) Stone, D. L.; Smith, D. K.; McGrail, P. T. J. Am. Chem. Soc. 2002, 124, 856-864 and references therein.
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    • For some recent papers concerning electron transfer in dendrimers, see: (a) Gorman, C. B.; Smith, J. C.; Hager, M. W.; Parkhurst, B. L.; S.-Gracz, H.; Haney, C. A. J. Am. Chem. Soc. 1999, 121, 9958-9966. (b) Toba, R.; Quintela, J. M.; Peinador, C.; Román, E.; Kaifer, A. E. Chem. Commun. 2001, 857-858. (c) Stone, D. L.; Smith, D. K.; McGrail, P. T. J. Am. Chem. Soc. 2002, 124, 856-864 and references therein.
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    • For some selected papers for olgo(phenylene ethynylene)s as a molecular wire, see: (a) Bumm, L. A.; Arnold, J. J.; Cygan, M. T.; Dunber, T. D.; Burgin, T. P.; Jones, L., II; Allara, D. L.; Tour, J. M.; Weiss, P. S. Science 1996, 271, 1705-1708. (b) Tour, J. M.; Kozaki, M.; Seminario, J. M. J. Am. Chem. Soc. 1998, 120, 8486-8493. (c) Tour, J. M.; Rawlett, A. M.; Kozaki, M.; Yao, Y. X.; Jagessar, R. C.; Dirk, S. M.; Price, D. W.; Reed, M. A.; Zhou, C. W.; Chen, J.; Wang, W. Y.; Campbell, I. Chem. Eur. J. 2001, 7, 5118-5134.
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    • For some selected papers for olgo(phenylene ethynylene)s as a molecular wire, see: (a) Bumm, L. A.; Arnold, J. J.; Cygan, M. T.; Dunber, T. D.; Burgin, T. P.; Jones, L., II; Allara, D. L.; Tour, J. M.; Weiss, P. S. Science 1996, 271, 1705-1708. (b) Tour, J. M.; Kozaki, M.; Seminario, J. M. J. Am. Chem. Soc. 1998, 120, 8486-8493. (c) Tour, J. M.; Rawlett, A. M.; Kozaki, M.; Yao, Y. X.; Jagessar, R. C.; Dirk, S. M.; Price, D. W.; Reed, M. A.; Zhou, C. W.; Chen, J.; Wang, W. Y.; Campbell, I. Chem. Eur. J. 2001, 7, 5118-5134.
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    • Tour, J.M.1    Rawlett, A.M.2    Kozaki, M.3    Yao, Y.X.4    Jagessar, R.C.5    Dirk, S.M.6    Price, D.W.7    Reed, M.A.8    Zhou, C.W.9    Chen, J.10    Wang, W.Y.11    Campbell, I.12
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    • For dendrimer with both phenylene ethynylene and ester linkage, see: (a) Zeng, F.; Zimmerman, S. C. J. Am. Chem. Soc. 1996, 118, 5326-5327. (b) Kiang, Y.-H.; Gardner, G. B.; Lee, S.; Xu, Z. J. Am. Chem. Soc. 2000, 122, 6871-6883.
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    • For dendrimer with both phenylene ethynylene and ester linkage, see: (a) Zeng, F.; Zimmerman, S. C. J. Am. Chem. Soc. 1996, 118, 5326-5327. (b) Kiang, Y.-H.; Gardner, G. B.; Lee, S.; Xu, Z. J. Am. Chem. Soc. 2000, 122, 6871-6883.
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    • For linear π-conjugated polymers and oligomers with poly(benzyl ether) dendritic wedges, see: (c) Karakaya, B.; Claussen, W.; Gessler, K.; Saenger, W.; Schlüter, A. D. J. Am. Chem. Soc. 1997, 119, 3296-3301. (d) Stocker, W.; Karakaya, B.; Schürmann, B. L.; Rabe, J. P.; Schlüter, A. D. J. Am. Chem. Soc. 1998, 120, 7691-7695. (e) Sato, T.; Jiang, D.-L.; Aida, T. J. Am. Chem. Soc. 1999, 121, 10658-10659. (f) Apperloo, J. J.; Janssen, R. A. J.; Malenfant, P. R. L.; Groenendaal, L.; Fréchet, J. M. J. J. Am. Chem. Soc. 2000, 122, 7042-7051. (g) Schenning, A. P. H. J.; Arndt, J.-D.; Ito, M.; Stoddart, A.; Schreiber, M.; Siemsen, P.; Martin, R. E.; Boudon, C.; Gisselbrecht, J.-P.; Gross, M.; Gramlich, V.; Diederich, F. Helv. Chim. Acta 2001, 84, 296-334. (h) Miller, L. L.; Schlechte, J. S.; Zinger, B.; Burrell, C. J. Chem. Mater. 2002, 14, 5081-5089. Furuta, P.; Fréchet, J. M. J. J. Am. Chem. Soc. 2003, 125, 13173-13181.
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    • Karakaya, B.1    Claussen, W.2    Gessler, K.3    Saenger, W.4    Schlüter, A.D.5
  • 16
    • 0032511372 scopus 로고    scopus 로고
    • For linear π-conjugated polymers and oligomers with poly(benzyl ether) dendritic wedges, see: (c) Karakaya, B.; Claussen, W.; Gessler, K.; Saenger, W.; Schlüter, A. D. J. Am. Chem. Soc. 1997, 119, 3296-3301. (d) Stocker, W.; Karakaya, B.; Schürmann, B. L.; Rabe, J. P.; Schlüter, A. D. J. Am. Chem. Soc. 1998, 120, 7691-7695. (e) Sato, T.; Jiang, D.-L.; Aida, T. J. Am. Chem. Soc. 1999, 121, 10658-10659. (f) Apperloo, J. J.; Janssen, R. A. J.; Malenfant, P. R. L.; Groenendaal, L.; Fréchet, J. M. J. J. Am. Chem. Soc. 2000, 122, 7042-7051. (g) Schenning, A. P. H. J.; Arndt, J.-D.; Ito, M.; Stoddart, A.; Schreiber, M.; Siemsen, P.; Martin, R. E.; Boudon, C.; Gisselbrecht, J.-P.; Gross, M.; Gramlich, V.; Diederich, F. Helv. Chim. Acta 2001, 84, 296-334. (h) Miller, L. L.; Schlechte, J. S.; Zinger, B.; Burrell, C. J. Chem. Mater. 2002, 14, 5081-5089. Furuta, P.; Fréchet, J. M. J. J. Am. Chem. Soc. 2003, 125, 13173-13181.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 7691-7695
    • Stocker, W.1    Karakaya, B.2    Schürmann, B.L.3    Rabe, J.P.4    Schlüter, A.D.5
  • 17
    • 0033579177 scopus 로고    scopus 로고
    • For linear π-conjugated polymers and oligomers with poly(benzyl ether) dendritic wedges, see: (c) Karakaya, B.; Claussen, W.; Gessler, K.; Saenger, W.; Schlüter, A. D. J. Am. Chem. Soc. 1997, 119, 3296-3301. (d) Stocker, W.; Karakaya, B.; Schürmann, B. L.; Rabe, J. P.; Schlüter, A. D. J. Am. Chem. Soc. 1998, 120, 7691-7695. (e) Sato, T.; Jiang, D.-L.; Aida, T. J. Am. Chem. Soc. 1999, 121, 10658-10659. (f) Apperloo, J. J.; Janssen, R. A. J.; Malenfant, P. R. L.; Groenendaal, L.; Fréchet, J. M. J. J. Am. Chem. Soc. 2000, 122, 7042-7051. (g) Schenning, A. P. H. J.; Arndt, J.-D.; Ito, M.; Stoddart, A.; Schreiber, M.; Siemsen, P.; Martin, R. E.; Boudon, C.; Gisselbrecht, J.-P.; Gross, M.; Gramlich, V.; Diederich, F. Helv. Chim. Acta 2001, 84, 296-334. (h) Miller, L. L.; Schlechte, J. S.; Zinger, B.; Burrell, C. J. Chem. Mater. 2002, 14, 5081-5089. Furuta, P.; Fréchet, J. M. J. J. Am. Chem. Soc. 2003, 125, 13173-13181.
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    • Sato, T.1    Jiang, D.-L.2    Aida, T.3
  • 18
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    • For linear π-conjugated polymers and oligomers with poly(benzyl ether) dendritic wedges, see: (c) Karakaya, B.; Claussen, W.; Gessler, K.; Saenger, W.; Schlüter, A. D. J. Am. Chem. Soc. 1997, 119, 3296-3301. (d) Stocker, W.; Karakaya, B.; Schürmann, B. L.; Rabe, J. P.; Schlüter, A. D. J. Am. Chem. Soc. 1998, 120, 7691-7695. (e) Sato, T.; Jiang, D.-L.; Aida, T. J. Am. Chem. Soc. 1999, 121, 10658-10659. (f) Apperloo, J. J.; Janssen, R. A. J.; Malenfant, P. R. L.; Groenendaal, L.; Fréchet, J. M. J. J. Am. Chem. Soc. 2000, 122, 7042-7051. (g) Schenning, A. P. H. J.; Arndt, J.-D.; Ito, M.; Stoddart, A.; Schreiber, M.; Siemsen, P.; Martin, R. E.; Boudon, C.; Gisselbrecht, J.-P.; Gross, M.; Gramlich, V.; Diederich, F. Helv. Chim. Acta 2001, 84, 296-334. (h) Miller, L. L.; Schlechte, J. S.; Zinger, B.; Burrell, C. J. Chem. Mater. 2002, 14, 5081-5089. Furuta, P.; Fréchet, J. M. J. J. Am. Chem. Soc. 2003, 125, 13173-13181.
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    • Apperloo, J.J.1    Janssen, R.A.J.2    Malenfant, P.R.L.3    Groenendaal, L.4    Fréchet, J.M.J.5
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    • For linear π-conjugated polymers and oligomers with poly(benzyl ether) dendritic wedges, see: (c) Karakaya, B.; Claussen, W.; Gessler, K.; Saenger, W.; Schlüter, A. D. J. Am. Chem. Soc. 1997, 119, 3296-3301. (d) Stocker, W.; Karakaya, B.; Schürmann, B. L.; Rabe, J. P.; Schlüter, A. D. J. Am. Chem. Soc. 1998, 120, 7691-7695. (e) Sato, T.; Jiang, D.-L.; Aida, T. J. Am. Chem. Soc. 1999, 121, 10658-10659. (f) Apperloo, J. J.; Janssen, R. A. J.; Malenfant, P. R. L.; Groenendaal, L.; Fréchet, J. M. J. J. Am. Chem. Soc. 2000, 122, 7042-7051. (g) Schenning, A. P. H. J.; Arndt, J.-D.; Ito, M.; Stoddart, A.; Schreiber, M.; Siemsen, P.; Martin, R. E.; Boudon, C.; Gisselbrecht, J.-P.; Gross, M.; Gramlich, V.; Diederich, F. Helv. Chim. Acta 2001, 84, 296-334. (h) Miller, L. L.; Schlechte, J. S.; Zinger, B.; Burrell, C. J. Chem. Mater. 2002, 14, 5081-5089. Furuta, P.; Fréchet, J. M. J. J. Am. Chem. Soc. 2003, 125, 13173-13181.
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    • Schenning, A.P.H.J.1    Arndt, J.-D.2    Ito, M.3    Stoddart, A.4    Schreiber, M.5    Siemsen, P.6    Martin, R.E.7    Boudon, C.8    Gisselbrecht, J.-P.9    Gross, M.10    Gramlich, V.11    Diederich, F.12
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    • For linear π-conjugated polymers and oligomers with poly(benzyl ether) dendritic wedges, see: (c) Karakaya, B.; Claussen, W.; Gessler, K.; Saenger, W.; Schlüter, A. D. J. Am. Chem. Soc. 1997, 119, 3296-3301. (d) Stocker, W.; Karakaya, B.; Schürmann, B. L.; Rabe, J. P.; Schlüter, A. D. J. Am. Chem. Soc. 1998, 120, 7691-7695. (e) Sato, T.; Jiang, D.-L.; Aida, T. J. Am. Chem. Soc. 1999, 121, 10658-10659. (f) Apperloo, J. J.; Janssen, R. A. J.; Malenfant, P. R. L.; Groenendaal, L.; Fréchet, J. M. J. J. Am. Chem. Soc. 2000, 122, 7042-7051. (g) Schenning, A. P. H. J.; Arndt, J.-D.; Ito, M.; Stoddart, A.; Schreiber, M.; Siemsen, P.; Martin, R. E.; Boudon, C.; Gisselbrecht, J.-P.; Gross, M.; Gramlich, V.; Diederich, F. Helv. Chim. Acta 2001, 84, 296-334. (h) Miller, L. L.; Schlechte, J. S.; Zinger, B.; Burrell, C. J. Chem. Mater. 2002, 14, 5081-5089. Furuta, P.; Fréchet, J. M. J. J. Am. Chem. Soc. 2003, 125, 13173-13181.
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    • Miller, L.L.1    Schlechte, J.S.2    Zinger, B.3    Burrell, C.J.4
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    • For linear π-conjugated polymers and oligomers with poly(benzyl ether) dendritic wedges, see: (c) Karakaya, B.; Claussen, W.; Gessler, K.; Saenger, W.; Schlüter, A. D. J. Am. Chem. Soc. 1997, 119, 3296-3301. (d) Stocker, W.; Karakaya, B.; Schürmann, B. L.; Rabe, J. P.; Schlüter, A. D. J. Am. Chem. Soc. 1998, 120, 7691-7695. (e) Sato, T.; Jiang, D.-L.; Aida, T. J. Am. Chem. Soc. 1999, 121, 10658-10659. (f) Apperloo, J. J.; Janssen, R. A. J.; Malenfant, P. R. L.; Groenendaal, L.; Fréchet, J. M. J. J. Am. Chem. Soc. 2000, 122, 7042-7051. (g) Schenning, A. P. H. J.; Arndt, J.-D.; Ito, M.; Stoddart, A.; Schreiber, M.; Siemsen, P.; Martin, R. E.; Boudon, C.; Gisselbrecht, J.-P.; Gross, M.; Gramlich, V.; Diederich, F. Helv. Chim. Acta 2001, 84, 296-334. (h) Miller, L. L.; Schlechte, J. S.; Zinger, B.; Burrell, C. J. Chem. Mater. 2002, 14, 5081-5089. Furuta, P.; Fréchet, J. M. J. J. Am. Chem. Soc. 2003, 125, 13173-13181.
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    • Furuta, P.1    Fréchet, J.M.J.2
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    • note
    • In the following discussion about newly developed iterative convergent method, the notation X-n will be used for some compounds where n refers to the generation number.


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