Cubane Arrives on the Cucurbituril Scene

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Authors

JELINKOVA Kristyna SURMOVA Heda MATELOVA Alena ROUCHAL Michal PRUCKOVA Zdenka DASTYCHOVA Lenka NEČAS Marek VICHA Robert

Year of publication 2017
Type Article in Periodical
Magazine / Source Organic Letters
MU Faculty or unit

Faculty of Science

Citation
Web Full Text
Doi http://dx.doi.org/10.1021/acs.orglett.7b01029
Keywords Cubane; Wales; Molecular dynamics
Description Cubane, an intriguing chemical curiosity first studied in the early 1960s, has become a valuable structural motif and has recently been involved in the structures of a great number of prospective compounds. The first dicationic supramolecular guest 5 is prepared and derived from a 1,4-disubstituted cubane moiety, and its binding behavior toward cucurbit[n]urils (CBn) and cyclodextrins (CD) is studied. The bisimidazolium salt 5 forms 1:1 inclusion complexes with CB7, CB8, and beta-CD with the respective association constants (6.7 +/- 0.5) X 10(11) M-1, (1.5 +/- 0.2) X 109 M-1, and <10(2) M-1 in water. The solid-state structures of the 5@CB7 and 5@CB8 complexes are also reported.
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