Azide-alkyne huisgen [3+2] cycloaddition using CuO nanoparticles

Hyunje Woo, Hyuntae Kang, Aram Kim, Seongwan Jang, Ji Chan Park, Sungkyun Park, Byeong-Su Kim, Hyunjoon Song, Kang Hyun Park

Research output: Contribution to journalReview article

33 Citations (Scopus)

Abstract

Recent developments in the synthesis of CuO nanoparticles (NPs) and their application to the [3+2] cycloaddition of azides with terminal alkynes are reviewed. With respect to the importance of click chemistry, CuO hollow NPs, CuO hollow NPs on acetylene black, water-soluble double-hydrophilic block copolymer (DHBC) nanoreactors and ZnO-CuO hybrid NPs were synthesized. Non-conventional energy sources such as microwaves and ultrasound were also applied to these click reactions, and good catalytic activity with high regioselectivity was observed. CuO hollow NPs on acetylene black can be recycled nine times without any loss of activity, and water-soluble DHBC nanoreactors have been developed for an environmentally friendly process.

Original languageEnglish
Pages (from-to)13235-13252
Number of pages18
JournalMolecules
Volume17
Issue number11
DOIs
Publication statusPublished - 2012 Nov 1

Fingerprint

Alkynes
Azides
Cycloaddition
Cycloaddition Reaction
cycloaddition
alkynes
Nanoparticles
nanoparticles
Nanoreactors
hollow
Acetylene
block copolymers
acetylene
Block copolymers
Click Chemistry
Regioselectivity
Water
energy sources
Microwaves
water

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Woo, H., Kang, H., Kim, A., Jang, S., Park, J. C., Park, S., ... Park, K. H. (2012). Azide-alkyne huisgen [3+2] cycloaddition using CuO nanoparticles. Molecules, 17(11), 13235-13252. https://doi.org/10.3390/molecules171113235
Woo, Hyunje ; Kang, Hyuntae ; Kim, Aram ; Jang, Seongwan ; Park, Ji Chan ; Park, Sungkyun ; Kim, Byeong-Su ; Song, Hyunjoon ; Park, Kang Hyun. / Azide-alkyne huisgen [3+2] cycloaddition using CuO nanoparticles. In: Molecules. 2012 ; Vol. 17, No. 11. pp. 13235-13252.
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Woo, H, Kang, H, Kim, A, Jang, S, Park, JC, Park, S, Kim, B-S, Song, H & Park, KH 2012, 'Azide-alkyne huisgen [3+2] cycloaddition using CuO nanoparticles', Molecules, vol. 17, no. 11, pp. 13235-13252. https://doi.org/10.3390/molecules171113235

Azide-alkyne huisgen [3+2] cycloaddition using CuO nanoparticles. / Woo, Hyunje; Kang, Hyuntae; Kim, Aram; Jang, Seongwan; Park, Ji Chan; Park, Sungkyun; Kim, Byeong-Su; Song, Hyunjoon; Park, Kang Hyun.

In: Molecules, Vol. 17, No. 11, 01.11.2012, p. 13235-13252.

Research output: Contribution to journalReview article

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AU - Woo, Hyunje

AU - Kang, Hyuntae

AU - Kim, Aram

AU - Jang, Seongwan

AU - Park, Ji Chan

AU - Park, Sungkyun

AU - Kim, Byeong-Su

AU - Song, Hyunjoon

AU - Park, Kang Hyun

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AB - Recent developments in the synthesis of CuO nanoparticles (NPs) and their application to the [3+2] cycloaddition of azides with terminal alkynes are reviewed. With respect to the importance of click chemistry, CuO hollow NPs, CuO hollow NPs on acetylene black, water-soluble double-hydrophilic block copolymer (DHBC) nanoreactors and ZnO-CuO hybrid NPs were synthesized. Non-conventional energy sources such as microwaves and ultrasound were also applied to these click reactions, and good catalytic activity with high regioselectivity was observed. CuO hollow NPs on acetylene black can be recycled nine times without any loss of activity, and water-soluble DHBC nanoreactors have been developed for an environmentally friendly process.

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Woo H, Kang H, Kim A, Jang S, Park JC, Park S et al. Azide-alkyne huisgen [3+2] cycloaddition using CuO nanoparticles. Molecules. 2012 Nov 1;17(11):13235-13252. https://doi.org/10.3390/molecules171113235