Publication details

Cubane Arrives on the Cucurbituril Scene

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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