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- Title
Synthesis of New Cyclopentafullerenes and Cyclopropafullerenes Containing a Succinimide Fragment.
- Authors
Islamova, A. F.; Sakhautdinov, I. M.
- Abstract
Succinimide derivatives were synthesized by direct fusion of alkenyl-substituted succinic anhydride with amino acids such as glycine, alanine, aminobutyric, aminopentanoic, and aminohexanoic acids. Their further transformations afforded new allenoates and chloro- and bromomethyl ketones containing a succinimide fragment, which were involved in [3+2]- and [2+1]-cycloaddition reactions with fullerene C60 to produce new cyclopenta- and cyclopropafullerenes. It was found that the Bingel reaction with chloromethyl ketones is easier to occur. The phosphine-catalyzed cycloaddition of allenoates to the fullerene sphere was shown to be preferred for the synthesis of monosubstituted C60 derivatives. The obtained fullerene adducts are readily soluble in organic solvents, which extends the scopes of their further transformations and application in organic photovoltaics.
- Subjects
SUCCINIMIDES; SUCCINIC anhydride; FULLERENE derivatives; ORGANIC solvents; AMINO acids; KETONES; BORONIC acids; FULLERENES
- Publication
Russian Journal of Organic Chemistry, 2022, Vol 58, Issue 9, p1213
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428022090044