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http://elar.urfu.ru/handle/10995/116228
Title: | A Method of Mild Deoxydichlorination of Aldehydes Catalyzed by Triphenylphosphine Oxide |
Authors: | Shipilovskikh, D. A. Konkova, M. F. Nikonov, I. P. Gladysheva, M. M. Shipilovskikh, S. A. |
Issue Date: | 2022-07 |
Publisher: | Ural Federal University Уральский федеральный университет |
Citation: | A Method of Mild Deoxydichlorination of Aldehydes Catalyzed by Triphenylphosphine Oxide / D. A. Shipilovskikh, M. F. Konkova, I. P. Nikonov, M. M. Gladysheva, S. A. Shipilovskikh // Chimica Techno Acta. — 2022. — Vol. 9, No. 2. — № 20229202. |
Abstract: | The catalytic system of triphenylphosphine oxide and phthaloyl dichloride catalysing conversion of aldehydes to 1,1-dichlorides is reported. The reaction proceeds via a P (V) catalysis manifold in which triphenylphosphine oxide turnover is achieved using phthaloyl dichloride as a consumable reagent. The application of the developed method on substrates of different structures was demonstrated. We showed the use of unsaturated compounds, including aromatics with and without electron donating / withdrawing groups, as well as saturated aliphatic compounds. The possibility of using the developed method on a gram scale was also demonstrated with the deoxydichlorination reaction of 0.03 mol of benzaldehyde catalyzed by triphenylphosphine oxide as an example. The proposed method may be of interest for the production of different herbicides, insecticides and fungicides for the agricultural industry. |
Keywords: | LEWIS BASE CATALYSIS ORGANOCATALYSIS TRIPHENYLPHOSPHINE OXIDE NUCLEOPHILIC SUBSTITUTION AGRICULTURAL CHEMISTRY |
URI: | http://elar.urfu.ru/handle/10995/116228 |
RSCI ID: | https://www.elibrary.ru/item.asp?id=49170459 |
ISSN: | 2411-1414 |
DOI: | 10.15826/chimtech.2022.9.2.02 |
metadata.dc.description.sponsorship: | This study was funded by the Russian Science Foundation grant No. 20–73–00081. |
RSCF project card: | 20-73-00081 |
Origin: | Chimica Techno Acta. 2022. Vol. 9. № 2 |
Appears in Collections: | Chimica Techno Acta |
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cta-2022-2-02.pdf | 558,28 kB | Adobe PDF | View/Open |
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