journal article Mar 12, 2004

Formation and Stability of N-Heterocyclic Carbenes in Water:  The Carbon Acid pKaof Imidazolium Cations in Aqueous Solution

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Superoxide Ion: Generation and Chemical Implications

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486
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71
References
Details
Published
Mar 12, 2004
Vol/Issue
126(13)
Pages
4366-4374
Cite This Article
Tina L. Amyes, Steven T. Diver, John P. Richard, et al. (2004). Formation and Stability of N-Heterocyclic Carbenes in Water:  The Carbon Acid pKaof Imidazolium Cations in Aqueous Solution. Journal of the American Chemical Society, 126(13), 4366-4374. https://doi.org/10.1021/ja039890j
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