The DOI matches its Crossref record; 23 of the 23 references it cites were found in a registry or an index.
Direct Evidence of a Dinuclear Copper Intermediate in Cu(I)-Catalyzed Azide-Alkyne Cycloadditions
Open accessAbstract
How Copper Clicks: The copper-catalyzed coupling of azides and alkynes has been termed a “click” reaction on account of its efficiency and versatility, but despite its widespread use, the mechanism remains somewhat unclear. Through a series of kinetic and isotopic labeling studies, Worrell et al. (p. 457 , published online 4 April) show that, in the case of terminal alkynes (capped at one end by an H atom), two equivalents of copper participate in activating each molecule's reactivity toward azide. Surprisingly, the reaction also appears to proceed through an intermediate in which the two copper centers become equivalent and functionally exchangeable, despite initially coordinating to distinct sites on the alkyne.
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Citations
Cites
Tornøe, C. W., Christensen, C., & Meldal, M. (2002) · The Journal of Organic Chemistry · doi:10.1021/jo011148j · Cited by 8,696
Cu-Catalyzed Azide−Alkyne Cycloaddition
Meldal, M., & Tornøe, C. W. (2008) · Chemical Reviews · doi:10.1021/cr0783479 · Cited by 4,628
Modern Synthetic Methods for Copper‐Mediated C(aryl)O, C(aryl)N, and C(aryl)S Bond Formation
Ley, S. V., & Thomas, A. W. (2003) · Angewandte Chemie International Edition · doi:10.1002/anie.200300594 · Cited by 2,554
Hein, J. E., & Fokin, V. V. (2010) · Chemical Society Reviews · doi:10.1039/b904091a · Cited by 2,198
Self-citationHimo, F., Lovell, T., Hilgraf, R., Rostovtsev, V. V., Noodleman, L., Sharpless, K. B., & Fokin, V. V. (2005) · Journal of the American Chemical Society · doi:10.1021/ja0471525 · Cited by 1,738
Self-citationCatalytic CC, CN, and CO Ullmann‐Type Coupling Reactions
Monnier, F., & Taillefer, M. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200804497 · Cited by 1,730
Blackmond, D. G. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200462544 · Cited by 667
Mechanism of the Ligand‐Free CuI‐Catalyzed Azide–Alkyne Cycloaddition Reaction
Rodionov, V. O., Fokin, V. V., & Finn, M. G. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200461496 · Cited by 625
Self-citationCopper(I)‐Catalyzed Cycloaddition of Organic Azides and 1‐Iodoalkynes
Hein, J. E., Tripp, J. C., Krasnova, L. B., Sharpless, K. B., & Fokin, V. V. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200903558 · Cited by 478
Self-citationLigand-Accelerated Cu-Catalyzed Azide−Alkyne Cycloaddition: A Mechanistic Report
Rodionov, V. O., Presolski, S. I., Díaz Díaz, D., Fokin, V. V., & Finn, M. G. (2007) · Journal of the American Chemical Society · doi:10.1021/ja072679d · Cited by 419
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Melaimi, M., Jazzar, R., Soleilhavoup, M., & Bertrand, G. (2017) · Angewandte Chemie International Edition · doi:10.1002/anie.201702148 · Cited by 788
Engineered stem cells by emerging biomedical stratagems
Wang, J., Zhang, X., Chen, H., Ren, H., Zhou, M., & Zhao, Y. (2024) · Science Bulletin · doi:10.1016/j.scib.2023.12.006 · Cited by 37
Chemical evolution of lead in ancient artifacts -A case study of early Chinese lead-silicate glaze
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Metadata
- Authors
- Worrell, B. T., Malik, J. A., & Fokin, V. V.
- Venue
- Science
- Published
- 2013-04-26
- Volume
- 340
- Issue
- 6131
- Pages
- 457-460
- ISSN
- 0036-8075 (ISSN-L)
- 1095-9203
- OpenAlex
- W2049557857
- Cited by
- 894
- References
- 23
- FWCI
- 31.18
- Type
- journal article
- Language
- en
- Open access
- green
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- Worrell, B. T., Malik, J. A., & Fokin, V. V. (2013). Direct Evidence of a Dinuclear Copper Intermediate in Cu(I)-Catalyzed Azide-Alkyne Cycloadditions. Science. https://doi.org/10.1126/science.1229506
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