Self-Assembled Molecular Capsules for C70 Separation

E. Huerta; G. Metselaar; A. Fragoso; E. Santos; C. Bo; J. de Mendoza

doi:10.1055/s-2007-968208

Subscribe to RSS

Please copy the URL and add it into your RSS Feed Reader.

https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml

Share / Bookmark

Facebook X Linkedin Weibo

Download PDF

Synfacts 2007(3): 0275-0275
DOI: 10.1055/s-2007-968208

Synthesis of Materials and Unnatural Products

Self-Assembled Molecular Capsules for C₇₀ Separation

Contributor(s): Timothy M. Swager, Wei Zhang
E. Huerta, G. Metselaar, A. Fragoso, E. Santos, C. Bo, J. de Mendoza*
Universidad Autónoma de Madrid, Institute of Chemical Research of Catalonia and Universitat Rovira i Virgili, Tarragona, Spain

Further Information

Publication History

Publication Date:
20 February 2007 (online)

Permissions and Reprints

Significance

Reaction of imidazolide 1 with tris(ethylamino) cyclotriveratrylene (CTV) 2 in dichloromethane at 50 °C provided compound 3 in 92-94% yield. The combination of the concave CTV molecule with the strongly quadruple hydrogen-bonding ureidopyrimidinone unit led to the formation of a novel, well-defined dimeric hydrogen-bonded assembly. Such host complex can encapsulate a fullerene molecule within its large cavity. The system displays a high selectivity for the encapsulation of C₇₀ over C₆₀. By simple solid-liquid extractions, C₇₀ could be obtained with a purity of 97% from fullerite after two runs. Addition of trifluoroacetic acid to the THF solutions of the complexes caused the hydrogen-bonded network to break and the encapsulated fullerenes were released from the capsules.