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Santos AM, Romão CC, Kühn FE. (Eta2-alkyne)methyl(dioxo)rhenium complexes as aldehyde-olefination catalysts. J Am Chem Soc. 2003;125(9):2414-5doi: 10.1021/ja021315c.
Santos, A. M., Romão, C. C., & Kühn, F. E. (2003). (Eta2-alkyne)methyl(dioxo)rhenium complexes as aldehyde-olefination catalysts. Journal of the American Chemical Society, 125(9), 2414-5. https://doi.org/10.1021/ja021315c
Santos, Ana M, et al. "(Eta2-alkyne)methyl(dioxo)rhenium complexes as aldehyde-olefination catalysts." Journal of the American Chemical Society vol. 125,9 (2003): 2414-5. doi: https://doi.org/10.1021/ja021315c
Santos AM, Romão CC, Kühn FE. (Eta2-alkyne)methyl(dioxo)rhenium complexes as aldehyde-olefination catalysts. J Am Chem Soc. 2003 Mar 05;125(9):2414-5. doi: 10.1021/ja021315c. PMID: 12603128.
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J Am Chem Soc. 2003 Mar 05;125(9):2414-5. doi: 10.1021/ja021315c.

(Eta2-alkyne)methyl(dioxo)rhenium complexes as aldehyde-olefination catalysts.

Journal of the American Chemical Society

Ana M Santos, Carlos C Romão, Fritz E Kühn

Affiliations

  1. Instituto de Tecnologia Química e Biológica da Universidade Nova de Lisboa, Quinta do Marquês, EAN, Apt 127, 2781-901 Oeiras, Portugal.

PMID: 12603128 DOI: 10.1021/ja021315c

Abstract

Complexes CH3ReO2L (L = 2-butyne, 3-hexyne, diphenylacetylene) are catalysts for the olefination of aldehydes, using 4-nitrobenzaldehyde (4-nba) as the standard aldehyde and ethyldiazoacetate (eda) as the diazo compound. Spectroscopic studies including in situ 31P, 17O, 13C, and 1H NMR spectroscopy are used to elucidate the mechanism and the nature of the active species. One of the key steps of the mechanism is the rapid formation of phosphazine at the beginning of the cycle and its subsequent reaction with the metal dioxide complex to form the catalytically active carbene species.

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