Crossref journal-article
CSIRO Publishing
Australian Journal of Chemistry (67)
Abstract

New methods to synthesize and functionalize polymers are of constant interest to the polymer scientist. The 1,3-dipolar cycloaddition between an azide and terminal alkyne has received much attention since the reports that copper(i) provides high yields and regioselective synthesis of 1,4-substituted 1,2,3-triazoles. This coupling chemistry has been rapidly adopted by polymer scientists in the synthesis and post-polymerization modification of polymers. This Review will provide the historical context of the recent development of the copper-mediated azide–alkyne cycloaddition and its use in polymer science, particularly in dendrimer synthesis/functionalization, surface immobilization/modification, orthogonally functionalizing polymers, and its integration with ATRP (atom transfer radical polymerization).

Bibliography

Evans, R. A. (2007). The Rise of Azide–Alkyne 1,3-Dipolar “Click” Cycloaddition and its Application to Polymer Science and Surface Modification. Australian Journal of Chemistry, 60(6), 384.

Authors 1
  1. Richard A. Evans (first)
References 76 Referenced 291
  1. 10.1002/1521-3773(20010601)40:11<2004::AID-ANIE2004>3.0.CO;2-5 / Angew. Chem. Int. Ed. by Kolb (2001)
  2. 10.1016/S1359-6446(03)02933-7 / Drug Discovery Today by Kolb (2003)
  3. 10.1021/jo011148j / J. Org. Chem. by Torn�e (2002)
  4. 10.1002/1521-3773(20020715)41:14<2596::AID-ANIE2596>3.0.CO;2-4 / Angew. Chem. Int. Ed. by Rostovtsev (2002)
  5. 10.1021/ja021381e / J. Am. Chem. Soc. by Wang (2003)
  6. {'key': 'CH06457R6', 'first-page': '357', 'author': 'Huisgen', 'year': '1961', 'journal-title': 'Proc. Chem. Soc. London'} / Proc. Chem. Soc. London by Huisgen (1961)
  7. 10.1021/ed082p1833 / J. Chem. Ed. by Sharpless (2005)
  8. 10.1021/ol0493094 / Org. Lett. by Chan (2004)
  9. 10.1002/anie.200454078 / Angew. Chem. Int. Ed. by Wu (2004)
  10. 10.1039/b507776a / Chem. Commun. by van Steenis (2005)
  11. 10.1039/b603438a / Chem. Commun. by Malkoch (2006)
  12. 10.1002/anie.200461496 / Angew. Chem. Int. Ed. by Rodionov (2005)
  13. 10.1021/ja048425z / J. Am. Chem. Soc. by Lewis (2004)
  14. 10.1021/ma047657f / Macromolecules by Malkoch (2005)
  15. 10.1016/S0040-4039(01)00888-7 / Tetrahedron Lett. by Gujadhur (2001)
  16. 10.1021/ja0585836 / J. Am. Chem. Soc. by Laurent (2006)
  17. 10.1039/b412930j / Chem. Commun. by Opsteen (2005)
  18. 10.1021/ma050370d / Macromolecules by Tsarevsky (2005)
  19. 10.1021/ja0612910 / J. Am. Chem. Soc. by Johnson (2006)
  20. 10.1021/ma0511245 / Macromolecules by Sumerlin (2005)
  21. 10.1021/ma060926c / Macromolecules by Gao (2006)
  22. 10.1021/ma051566g / Macromolecules by Gao (2005)
  23. 10.1021/ma0610461 / Macromolecules by Vogt (2006)
  24. 10.1002/marc.200500002 / Macromol. Rapid Commun. by Lutz (2005)
  25. 10.1039/B500558B / Chem. Commun. by Mantovani (2005)
  26. 10.1002/anie.200400657 / Angew. Chem. Int. Ed. by Br�se (2005)
  27. 10.1055/s-1997-1206 / Synthesis by Alvarez (1997)
  28. 10.1055/s-2002-19762 / Synlett by Malagu (2002)
  29. 10.1021/ja9541645 / J. Am. Chem. Soc. by Evans (1996)
  30. 10.1002/jhet.5570110613 / J. Heterocycl. Chem. by Alcalde (1974)
  31. 10.1039/a700421d / J. Chem. Soc., Perkin Trans. by Clarke (1997)
  32. 10.1039/b507975f / Chem. Commun. by Rijkers (2005)
  33. 10.1002/pola.20330 / J. Polym. Sci., Part A: Polym. Chem. by Diaz (2004)
  34. 10.1021/ma050302r / Macromolecules by Joralemon (2005)
  35. 10.1039/b509398h / Chem. Commun. by Mynar (2005)
  36. 10.1021/ja0549751 / J. Am. Chem. Soc. by Malkoch (2005)
  37. 10.1021/ja044744e / J. Am. Chem. Soc. by Helms (2004)
  38. 10.1021/ja058364k / J. Am. Chem. Soc. by Ladmiral (2006)
  39. 10.1039/B611224B / Chem. Commun. by Quemener (2006)
  40. 10.1016/j.tetlet.2006.05.079 / Tetrahedron Lett. by Lee (2006)
  41. 10.1016/j.tetlet.2005.02.127 / Tetrahedron Lett. by Orgueira (2005)
  42. 10.1021/ol048341v / Org. Lett. by Appukkuttan (2004)
  43. 10.1002/pol.1967.110050913 / J. Polym. Sci., Part B by Baldwin (1967)
  44. 10.1039/b518061a / Chem. Commun. by Lu (2006)
  45. 10.1021/ja0585580 / J. Am. Chem. Soc. by Srinivasachari (2006)
  46. 10.1002/anie.200601090 / Angew. Chem. Int. Ed. by Rozkiewicz (2006)
  47. 10.1002/marc.200400097 / Macromol. Rapid Commun. by Scheel (2004)
  48. 10.1039/b502444g / Chem. Commun. by Sen Gupta (2005)
  49. 10.1071/CH06250 / Aust. J. Chem. by Moad (2006)
  50. 10.1071/CH05072 / Aust. J. Chem. by Moad (2005)
  51. 10.1021/ma9804951 / Macromolecules by Chiefari (1998)
  52. 10.1021/ma061592u / Macromolecules by Golas (2006)
  53. 10.1021/ja050310n / J. Am. Chem. Soc. by Parrish (2005)
  54. 10.1002/adsc.200606043 / Adv. Synth. Catal. by Gheorghe (2006)
  55. 10.1021/ac060006s / Anal. Chem. by Slater (2006)
  56. 10.1021/ma052448w / Macromolecules by Fernandez-Megia (2006)
  57. 10.1002/ejoc.200500216 / Eur. J. Org. Chem. by Joosten (2005)
  58. {'key': 'CH06457R61', 'first-page': '37', 'author': 'Wu', 'year': '2006', 'journal-title': 'ChemInform.'} / ChemInform. by Wu (2006)
  59. 10.5012/bkcs.2005.26.5.833 / Bull. Korean Chem. Soc. by Lee (2005)
  60. 10.1016/j.tetlet.2006.02.081 / Tetrahedron Lett. by Lee (2006)
  61. 10.1016/j.tet.2005.10.039 / Tetrahedron by Lee (2006)
  62. 10.1021/ja00177a027 / J. Am. Chem. Soc. by Hawker (1990)
  63. 10.1021/ma052526f / Macromolecules by Lee (2006)
  64. 10.1016/j.tet.2006.07.030 / Tetrahedron by Lee (2006)
  65. 10.1021/cm051047s / Chem. Mater. by O'Reilly (2005)
  66. 10.1021/ja053919x / J. Am. Chem. Soc. by Joralemon (2005)
  67. 10.1021/ja064041s / J. Am. Chem. Soc. by White (2006)
  68. 10.1021/la0362977 / Langmuir by Collman (2004)
  69. 10.1021/jp049601t / J. Phys. Chem. B by Lummerstorfer (2004)
  70. 10.1021/ja051462l / J. Am. Chem. Soc. by Devaraj (2005)
  71. 10.1021/bc0502311 / Bioconjugate Chem. by Sun (2006)
  72. 10.1002/anie.200600756 / Angew. Chem. Int. Ed. by Lin (2006)
  73. 10.1002/anie.200600357 / Angew. Chem. Int. Ed. by Nandivada (2006)
  74. 10.1021/ja063043+ / J. Am. Chem. Soc. by Such (2006)
  75. 10.1021/ac051919+ / Anal. Chem. by Zhang (2006)
  76. 10.1021/ja0648209 / J. Am. Chem. Soc. by Thibault (2006)
Dates
Type When
Created 18 years, 2 months ago (June 18, 2007, 2:08 a.m.)
Deposited 4 years, 5 months ago (March 26, 2021, 12:54 a.m.)
Indexed 4 months ago (April 30, 2025, 8:06 p.m.)
Issued 18 years, 8 months ago (Jan. 1, 2007)
Published 18 years, 8 months ago (Jan. 1, 2007)
Published Print 18 years, 8 months ago (Jan. 1, 2007)
Funders 0

None

@article{Evans_2007, title={The Rise of Azide–Alkyne 1,3-Dipolar “Click” Cycloaddition and its Application to Polymer Science and Surface Modification}, volume={60}, ISSN={0004-9425}, url={http://dx.doi.org/10.1071/ch06457}, DOI={10.1071/ch06457}, number={6}, journal={Australian Journal of Chemistry}, publisher={CSIRO Publishing}, author={Evans, Richard A.}, year={2007}, pages={384} }