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6353597 
Journal Article 
Stereoselective synthesis of amino-substituted cyclopentafullerenes promoted by magnesium perchlorate/ferric perchlorate (Electronic supplementary information (ESI) available: Optimization of reaction conditions for arylamines/secondary amines, NOESY spectra of trans / cis -<b>3ad</b> and trans / cis -<b>3ba</b>, experimental details and spectral data, NMR spectra (<sup>1</sup>H and <sup>13</sup>C NMR and NOESY) of products <b>3aa–af,ba–da</b>, cis -<b>5aa–ag,ba,ca</b>, trans -<b>6aa,ad,ae,ca</b>, cis -<b>7</b> and cis / trans-ortho -<b>8</b>, UV-vis spectra of cis -<b>3ca</b> and trans -<b>3ca</b>, and HRMS of cis -<b>3aa</b>, cis -<b>5ab</b>, cis -<b>7</b> and cis-ortho -<b>8</b>. See DOI: 10.1039/c9ob02248a) 
Ma, W; Wang, K; Huang, C; Hui-Juan, W; Fa-Bao, L; Sun, R; Liu, L; Chao-Yang, L; Asiri, AM 
2020 
18 
5 
964-964 
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. 
Magnesium; Optimization; Substitutes; Stereoselectivity; Perchlorate; Isomers; Spectra; Fullerenes; Organic compounds; Nuclear magnetic resonance--NMR; Perchloric acid/