"Bis-corannulene Receptors for Fullerenes Based on Klärner's Tethers: R" by Peumie L. Abeyratne Kuragama, Frank R. Fronczek et al.

Faculty Publications

Title

Bis-corannulene Receptors for Fullerenes Based on Klärner's Tethers: Reaching the Affinity Limits

Authors

Peumie L. Abeyratne Kuragama, Department of Chemistry, Mississippi State University , Mississippi State, Mississippi 39762, United States.
Frank R. Fronczek, Department of Chemistry, Louisiana State University , Baton Rouge, Louisiana 70803, United States.
Andrzej Sygula, Department of Chemistry, Mississippi State University , Mississippi State, Mississippi 39762, United States.

Document Type

Article

Publication Date

11-6-2015

Abstract

Bis-corannulene receptors 4 and 5 with Klärner's tethers prepared by the Diels-Alder cycloaddition form inclusion complexes with C60 and C70, as evidenced by (1)H NMR titration. While 4 exhibits affinity toward fullerenes comparable to the previously reported corannulene-based receptors, 5 exceeds the performance of the former systems by ca. 2 orders of magnitude and, in addition, shows an enhanced preference for C70 over C60. The X-ray crystal structure of C60@5 and DFT calculations indicate that the tether in 5 not only preorganizes the pincers into a proper topology of the host but also contributes to the dispersion-based binding with the fullerene guests.

Publication Source (Journal or Book title)

Organic letters

First Page

5292

Last Page

Recommended Citation

Abeyratne Kuragama, P. L., Fronczek, F. R., & Sygula, A. (2015). Bis-corannulene Receptors for Fullerenes Based on Klärner's Tethers: Reaching the Affinity Limits. Organic letters, 17 (21), 5292-5. https://doi.org/10.1021/acs.orglett.5b02666

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