An intermediate with a copper-carbon bond formed by the reaction of copper ions with ·CH2CO2H radicals in aqueous solutions

Mira Freiberg; Dan Meyerstein

doi:10.1039/C39770000127

An intermediate with a copper-carbon bond formed by the reaction of copper ions with ·CH₂CO₂H radicals in aqueous solutions

Mira Freiberg, Dan Meyerstein

Department of Chemical Sciences

Research output: Contribution to journal › Article › peer-review

23 Scopus citations

Abstract

The radical ·CH₂CO₂^- reacts with Cu²⁺ (aq) forming an unstable intermediate with a specific rate of (6·4 ± 1·5) × 10⁸ 1 mol^-1 s^-1; the intermediate, Cu-CH₂CO₂⁺, decomposes via a first-order process with k 2·8 ± 0·3 s^-1.

Original language	English
Pages (from-to)	127-128
Number of pages	2
Journal	Chemical Communications
Issue number	4
DOIs	https://doi.org/10.1039/C39770000127
State	Published - 1977

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@article{3945e10523574c9ba52ca4474b5de773,

title = "An intermediate with a copper-carbon bond formed by the reaction of copper ions with ·CH2CO2H radicals in aqueous solutions",

abstract = "The radical ·CH2CO2- reacts with Cu2+ (aq) forming an unstable intermediate with a specific rate of (6·4 ± 1·5) × 108 1 mol-1 s-1; the intermediate, Cu-CH2CO2+, decomposes via a first-order process with k 2·8 ± 0·3 s-1.",

author = "Mira Freiberg and Dan Meyerstein",

note = "Funding Information: The maximum yield of products is thus < 1 x lOP5~, so they cannot be identified. Finally we report that preliminary results indicate the formation of similar intermediates in the reactions of MekHC0,-and KHCl, or LCl, with Cu2+ (aq). On the other hand no such intermediate is detected in the reactions of R2tOH and KO,- radicals with Cu2+ (aq) possibly as the reaction CU-COH(R),~++ Cu++ R,C=O + H,+O is very fast. We thank Dr. H. Cohen for helpful discussions and Miss M. Haik for technical assistance. This research was partially financed by a grant from the United States-Israel Binational Science Foundation, Jerusalem. (Received, 12th August 1976; Corn. 934.) 1 J. K. Kochi, Accounts Chem. Res., 1974,7, 361; {\textquoteleft}Free Radicals,{\textquoteright} ed. J. K. Kochi, vol. 1, Wiley, New York, 1973, ch. 11. 2C. Walling, Accounts Chem. Res., 1975, 8, 125. 3 W. C. Baird, Jr., J. H. Surridge, and M. Boza, J. Org. Chem., 1971, 36, 2088. Q C. Walling and S. Kats, J. Amer. Chem. SOG., 1971, 93, 4275. 5 G. V. Buxton and J. Green, J.C.S. Chem. Comm., 1976, 158. M. Anbar, M. Bambenek, and A. B. Ross, N.S.R.D.S.-National Bureau of Standards, 1973, vol. 43. 7 J. Rabani and D. Klug-Roth, J. Phys. Chem., 1973, 77, 1169. 8 D. Meyerstein, Inorg. Chem., 1971, 10, 638. 9 L. G. Sillen and A. E. Martell, {\textquoteleft}Stability Constants of Metal-ion Complexes,{\textquoteright} The Chemical Society, Special Publication No. 17,1964. 10 D. Meyerstein, Inorg. Chem., 1971, 10, 2244.",

year = "1977",

doi = "10.1039/C39770000127",

language = "אנגלית",

pages = "127--128",

journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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T1 - An intermediate with a copper-carbon bond formed by the reaction of copper ions with ·CH2CO2H radicals in aqueous solutions

AU - Freiberg, Mira

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N1 - Funding Information: The maximum yield of products is thus < 1 x lOP5~, so they cannot be identified. Finally we report that preliminary results indicate the formation of similar intermediates in the reactions of MekHC0,-and KHCl, or LCl, with Cu2+ (aq). On the other hand no such intermediate is detected in the reactions of R2tOH and KO,- radicals with Cu2+ (aq) possibly as the reaction CU-COH(R),~++ Cu++ R,C=O + H,+O is very fast. We thank Dr. H. Cohen for helpful discussions and Miss M. Haik for technical assistance. This research was partially financed by a grant from the United States-Israel Binational Science Foundation, Jerusalem. (Received, 12th August 1976; Corn. 934.) 1 J. K. Kochi, Accounts Chem. Res., 1974,7, 361; ‘Free Radicals,’ ed. J. K. Kochi, vol. 1, Wiley, New York, 1973, ch. 11. 2C. Walling, Accounts Chem. Res., 1975, 8, 125. 3 W. C. Baird, Jr., J. H. Surridge, and M. Boza, J. Org. Chem., 1971, 36, 2088. Q C. Walling and S. Kats, J. Amer. Chem. SOG., 1971, 93, 4275. 5 G. V. Buxton and J. Green, J.C.S. Chem. Comm., 1976, 158. M. Anbar, M. Bambenek, and A. B. Ross, N.S.R.D.S.-National Bureau of Standards, 1973, vol. 43. 7 J. Rabani and D. Klug-Roth, J. Phys. Chem., 1973, 77, 1169. 8 D. Meyerstein, Inorg. Chem., 1971, 10, 638. 9 L. G. Sillen and A. E. Martell, ‘Stability Constants of Metal-ion Complexes,’ The Chemical Society, Special Publication No. 17,1964. 10 D. Meyerstein, Inorg. Chem., 1971, 10, 2244.

PY - 1977

Y1 - 1977

N2 - The radical ·CH2CO2- reacts with Cu2+ (aq) forming an unstable intermediate with a specific rate of (6·4 ± 1·5) × 108 1 mol-1 s-1; the intermediate, Cu-CH2CO2+, decomposes via a first-order process with k 2·8 ± 0·3 s-1.

AB - The radical ·CH2CO2- reacts with Cu2+ (aq) forming an unstable intermediate with a specific rate of (6·4 ± 1·5) × 108 1 mol-1 s-1; the intermediate, Cu-CH2CO2+, decomposes via a first-order process with k 2·8 ± 0·3 s-1.

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JO - Chemical Communications

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ER -

An intermediate with a copper-carbon bond formed by the reaction of copper ions with ·CH₂CO₂H radicals in aqueous solutions

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