Stereoselective synthesis of amino-substituted cyclopentafullerenes promoted by magnesium perchlorate/ferric perchlorate

Autor:	Hui-Juan Wang, Cheng Huang, Rui Sun, Fa-Bao Li, Chao-Yang Liu, Li Liu, Kun Wang, Wan Ma, Abdullah M. Asiri
Rok vydání:	2020
Předmět:	Fullerene Organic Chemistry Biochemistry Medicinal chemistry Chloride Ferric perchlorate chemistry.chemical_compound chemistry medicine Stereoselectivity Physical and Theoretical Chemistry Paraformaldehyde Magnesium perchlorate Cis–trans isomerism medicine.drug
Zdroj:	Organic & Biomolecular Chemistry. 18:964-974
ISSN:	1477-0539 1477-0520
DOI:	10.1039/c9ob02248a
Popis:	A facile one-step reaction of [60]fullerene with cinnamaldehydes and amines promoted by magnesium perchlorate/ferric perchlorate under air conditions afforded a series of rare amino-substituted cyclopentafullerenes in moderate to good yields. Stereoselectivity was readily achieved. Secondary amines exclusively produced N,N-disubstituted cyclopentafullerenes as cis isomers, while arylamines gave N-monosubstituted cyclopentafullerenes with a preference of cis isomers as major products. N-Monosubstituted cyclopentafullerenes could be further converted into other scarce cyclopentafullerenes in the presence of acid chloride or paraformaldehyde. A possible reaction pathway was proposed to elucidate the formation of amino-substituted cyclopentafullerenes.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::87f3e16fdc232b20e68eb40c0295c122 https://doi.org/10.1039/c9ob02248a Zobrazit plný text záznamu