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Metal-free synthesis of fulleropyrrolidin-2-ols: a novel reaction of [60]fullerene with amines and 2,2-disubstituted acetaldehydes

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Abstract

A series of scarce fulleropyrrolidin-2-ols were synthesized by the facile one-step reaction of [60] fullerene with inexpensive and readily accessible amines and 2,2-disubstituted acetaldehydes without the addition of valuable metal salts in moderate yields, comparable to those for most monoadducts reported previously. This strategy exhibits a broad substrate scope and excellent functional group tolerance. A plausible reaction pathway for the formation of fulleropyrrolidin-2-ols is proposed to elucidate the above reaction process.

Graphical abstract: Metal-free synthesis of fulleropyrrolidin-2-ols: a novel reaction of [60]fullerene with amines and 2,2-disubstituted acetaldehydes

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Publication details

The article was received on 04 Aug 2018, accepted on 27 Sep 2018 and first published on 27 Sep 2018


Article type: Paper
DOI: 10.1039/C8OB01903G
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Metal-free synthesis of fulleropyrrolidin-2-ols: a novel reaction of [60]fullerene with amines and 2,2-disubstituted acetaldehydes

    G. Huang, M. Zhang, H. Wang, F. Li, F. Yang, L. Liu, C. Liu, A. M. Asiri and K. A. Alamry, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01903G

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