Adaptive Behavior of Dynamic Orthoester Cryptands

Journal article
(Original article)

Publication Details

Author(s): Shyshov O, Brachvogel RC, Bachmann T, Srikantharajah R, Segets D, Hampel F, Puchta R, Von Delius M
Journal: Angewandte Chemie International Edition
Publisher: Wiley-VCH Verlag
Publication year: 2017
Volume: 56
Journal issue: 3
Pages range: 776-781
ISSN: 1433-7851
eISSN: 1521-3773


The integration of dynamic covalent bonds into macrocycles has been a tremendously successful strategy for investigating noncovalent interactions and identifying effective host--guest pairs. While numerous studies have focused on the dynamic responses of macrocycles and larger cages to various guests, the corresponding constitutionally dynamic chemistry of cryptands remains unexplored. Reported here is that cryptands based on orthoester bridgeheads offer an elegant entry to experiments in which a metal ion selects its preferred host from a dynamic mixture of competing subcomponents. In such dynamic mixtures, the alkali metal ions Li+, Na+, K+, Rb+, and Cs+ exhibit pronounced preferences for the formation of cryptands of certain sizes and donor numbers, and the selection is rationalized by DFT calculations. Reported is also the first self-assembly of a chiral orthoester cryptate and a preliminary study on the use of stereoisomers as subcomponents.

FAU Authors / FAU Editors

Bachmann, Tobias
Professur für Organische Chemie
Hampel, Frank Dr.
Lehrstuhl für Organische Chemie I
Puchta, Ralph PD Dr.
Professur für Paläontologie (Schwerpunkt Faziesanalyse)
Segets, Doris Dr.-Ing.
Exzellenz-Cluster Engineering of Advanced Materials
Srikantharajah, Rubitha
Lehrstuhl für Feststoff- und Grenzflächenverfahrenstechnik

Additional Organisation
Exzellenz-Cluster Engineering of Advanced Materials

External institutions with authors

Universität Ulm

Research Fields

B Nanoelectronic Materials
Exzellenz-Cluster Engineering of Advanced Materials
A1 Functional Particle Systems
Exzellenz-Cluster Engineering of Advanced Materials

How to cite

Shyshov, O., Brachvogel, R.-C., Bachmann, T., Srikantharajah, R., Segets, D., Hampel, F.,... Von Delius, M. (2017). Adaptive Behavior of Dynamic Orthoester Cryptands. Angewandte Chemie International Edition, 56(3), 776-781.

Shyshov, Oleksandr, et al. "Adaptive Behavior of Dynamic Orthoester Cryptands." Angewandte Chemie International Edition 56.3 (2017): 776-781.


Last updated on 2019-03-06 at 16:23