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RAS Chemistry & Material ScienceЖурнал органической химии Russian Journal of Organic Chemistry

  • ISSN (Print) 0514-7492
  • ISSN (Online) 3034-6304

A Comparison of Catalytic Activity of Ammonium and Phosphonium Salts in Carboxylation of Epoxides Without Lewis Acids

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PII
S3034630425070096-1
DOI
10.7868/S3034630425070096
Publication type
Article
Status
Published
Authors
N. Yu. Kuznetsov
  • Affiliation:
    A.V. Topchiev Institute of Petrochemical Synthesis
    A.N. Nesmeyanov Institute of Organoelement Compounds RAS
S. E. Lubimov
  • Affiliation: A.N. Nesmeyanov Institute of Organoelement Compounds RAS
P. V. Cherkasova
  • Affiliation: A.N. Nesmeyanov Institute of Organoelement Compounds RAS
I. P. Beletskaya
  • Affiliation:
    A.V. Topchiev Institute of Petrochemical Synthesis
    Lomonosov Moscow State University
Volume/ Edition
Volume 61 / Issue number 7
Pages
881-892
Abstract
A comparative analysis of the catalytic efficiency of various organocatalysts for the carboxylation of epoxides based on ammonium and phosphonium salts was carried out. The results show that among low molecular weight onium salts, the efficiency of epoxide carboxylation is influenced by both the structure of the catalyst and its solubility in the reaction medium. The best efficiency was achieved with tetrabutyl-substituted onium iodides and bromides. The addition of 20 mol.% water together with the onium salt significantly accelerates the reaction with epoxides and leads to quantitative yields of mono- and disubstituted cyclic carbonates. A polystyrene type catalyst modified with an immobilized tributylphosphonium group (cat. 4 mol.%) with an additive of 1 equiv. of water leads to a quantitative yield of butylene carbonate and can be recycled without loss of catalytic activity (tested for 10 cycles), which makes it promising for practical application.
Keywords
углекислый газ CO эпоксиды циклические карбонаты катализ фосфониевые соли аммониевые соли
Date of publication
01.07.2025
Year of publication
2025
Number of purchasers
0
Views
24

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