Metal-free-mediated synthesis of fulleropyrrolines by the reaction of [60]fullerene with β-substituted ethylamines

Autor: Yongshun Huang, Jun-Jun Xiang, Cheng Huang, Ji-Long Shi, Li Liu, Fa-Bao Li, Hui-Juan Wang, Khalid A. Alamry, Chao-Yang Liu, Abdullah M. Asiri
Rok vydání: 2017
Předmět:
Zdroj: New Journal of Chemistry. 41:8725-8728
ISSN: 1369-9261
1144-0546
DOI: 10.1039/c7nj01101f
Popis: The reaction of [60]fullerene with β-substituted ethylamines under air conditions afforded unexpected fulleropyrrolines with trisubstituted alkene functional groups in moderate yields. The conversion of β-substituted ethylamines to their corresponding aldehydes played a crucial role in the successful synthesis of fulleropyrrolines. Promoted by p-toluenesulfonic acid, the obtained fulleropyrroline could (1) be converted back to [60]fullerene in nearly quantitative yield and (2) further react with 1,3-propanediol to generate fullerene-fused dioxepane.
Databáze: OpenAIRE