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Volumn 127, Issue 6, 2005, Pages 1646-1647

Postsynthetic modification at the focal point of a hyperbranched polymer

Author keywords

[No Author keywords available]

Indexed keywords

4 AMINOMETHYL PYRIDINE; 4 NITROPHENYL ESTER; ALLYLAMINE; ANILINE DERIVATIVE; BENZYLAMINE; DENDRIMER; ESTER DERIVATIVE; HEXYLAMINE; N METHYL 4 NITROANILINE; OCTYLAMINE; POLYESTER; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 13644251481     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja043909g     Document Type: Article
Times cited : (28)

References (30)
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    • 4 listed respectively include: (a) Bharathi, P.; Moore, J. S. Macromolecules 2000, 33, 3212. (b) Czuprik, M.; Fossum, E. J. Polym. Sci., Part A: Polym. Chem. 2003, 41, 3871. (c) Kautz, H.; Sunder, A.; Frey, H. Macromol. Symp. 2001, 163, 67. (d) Wooley, K. L.; Hawker, C. J.; Lee, R.; Frechet, J. M. J. Polym J. 1994, 26, 187.
    • (2000) Macromolecules , vol.33 , pp. 3212
    • Bharathi, P.1    Moore, J.S.2
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    • 0346991442 scopus 로고    scopus 로고
    • 4 listed respectively include: (a) Bharathi, P.; Moore, J. S. Macromolecules 2000, 33, 3212. (b) Czuprik, M.; Fossum, E. J. Polym. Sci., Part A: Polym. Chem. 2003, 41, 3871. (c) Kautz, H.; Sunder, A.; Frey, H. Macromol. Symp. 2001, 163, 67. (d) Wooley, K. L.; Hawker, C. J.; Lee, R.; Frechet, J. M. J. Polym J. 1994, 26, 187.
    • (2003) J. Polym. Sci., Part A: Polym. Chem. , vol.41 , pp. 3871
    • Czuprik, M.1    Fossum, E.2
  • 8
    • 0035106063 scopus 로고    scopus 로고
    • 4 listed respectively include: (a) Bharathi, P.; Moore, J. S. Macromolecules 2000, 33, 3212. (b) Czuprik, M.; Fossum, E. J. Polym. Sci., Part A: Polym. Chem. 2003, 41, 3871. (c) Kautz, H.; Sunder, A.; Frey, H. Macromol. Symp. 2001, 163, 67. (d) Wooley, K. L.; Hawker, C. J.; Lee, R.; Frechet, J. M. J. Polym J. 1994, 26, 187.
    • (2001) Macromol. Symp. , vol.163 , pp. 67
    • Kautz, H.1    Sunder, A.2    Frey, H.3
  • 9
    • 0028262079 scopus 로고
    • 4 listed respectively include: (a) Bharathi, P.; Moore, J. S. Macromolecules 2000, 33, 3212. (b) Czuprik, M.; Fossum, E. J. Polym. Sci., Part A: Polym. Chem. 2003, 41, 3871. (c) Kautz, H.; Sunder, A.; Frey, H. Macromol. Symp. 2001, 163, 67. (d) Wooley, K. L.; Hawker, C. J.; Lee, R.; Frechet, J. M. J. Polym J. 1994, 26, 187.
    • (1994) Polym J. , vol.26 , pp. 187
    • Wooley, K.L.1    Hawker, C.J.2    Lee, R.3    Frechet, J.M.J.4
  • 13
  • 15
  • 20
    • 0442326345 scopus 로고    scopus 로고
    • Some work on the postsynthetic modification within the interior of a dendrimer has been published. However, these do not involve substitutions at the core or focal point. For examples, see: (a) Bo, Z.; Schafer, A.; Franke, P.; Schluter, A. D. Org Lett. 2000, 2, 1645. (b) Twyman, L. J. Tetrahedron Lett. 2000, 41, 6875. (c) Larre, C.; Bressolles, D, Turrin, C.; Donnadieu, B.; Caminade, A.; Majoral, J. P. J. Am. Chem. Soc. 1998, 120, 13070.
    • (2000) Org Lett. , vol.2 , pp. 1645
    • Bo, Z.1    Schafer, A.2    Franke, P.3    Schluter, A.D.4
  • 21
    • 0034718301 scopus 로고    scopus 로고
    • Some work on the postsynthetic modification within the interior of a dendrimer has been published. However, these do not involve substitutions at the core or focal point. For examples, see: (a) Bo, Z.; Schafer, A.; Franke, P.; Schluter, A. D. Org Lett. 2000, 2, 1645. (b) Twyman, L. J. Tetrahedron Lett. 2000, 41, 6875. (c) Larre, C.; Bressolles, D, Turrin, C.; Donnadieu, B.; Caminade, A.; Majoral, J. P. J. Am. Chem. Soc. 1998, 120, 13070.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 6875
    • Twyman, L.J.1
  • 22
    • 0032561789 scopus 로고    scopus 로고
    • Some work on the postsynthetic modification within the interior of a dendrimer has been published. However, these do not involve substitutions at the core or focal point. For examples, see: (a) Bo, Z.; Schafer, A.; Franke, P.; Schluter, A. D. Org Lett. 2000, 2, 1645. (b) Twyman, L. J. Tetrahedron Lett. 2000, 41, 6875. (c) Larre, C.; Bressolles, D, Turrin, C.; Donnadieu, B.; Caminade, A.; Majoral, J. P. J. Am. Chem. Soc. 1998, 120, 13070.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 13070
    • Larre, C.1    Bressolles, D.2    Turrin, C.3    Donnadieu, B.4    Caminade, A.5    Majoral, J.P.6
  • 25
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    • We have previously demonstrated complete incorporation of p-nitrophenyl ester in hyperbranched polyesters with controlled molecular weight. For further details see, Alston, J.; Ge, Y.; Gittins, P. J.; Twyman, L. J. Macromolecules 2004, 37 (20). 2428.
    • (2004) Macromolecules , vol.37 , Issue.20 , pp. 2428
    • Alston, J.1    Ge, Y.2    Gittins, P.J.3    Twyman, L.J.4
  • 26
    • 0038817081 scopus 로고
    • This drop in conversion or focal point reactivity is similar to the steric crowding effects that block/limit the focal point reactivity of large dendrons during the latter stages of a convergent dendrimer synthesis. For an example see: Hawker, C. J.; Frechet, J. M. J. J. Am. Chem. Soc. 1990, 112, 7638.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 7638
    • Hawker, C.J.1    Frechet, J.M.J.2
  • 27
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    • note
    • 1H NMR initially suggested an 85% level of incorporation, whilst the intensity of the newly formed benzyl peak only indicated a 50% level of incorporation. This difference in conversion was attributed to small amounts of methanol (or water) remaining in the HBP resulting in a pyridine-assisted methanolysis (or hydrolysis) of the activated nitrophenol unit.


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