From Capsule to Helix: Guest-Induced Superstructures of Chiral Macrocycle Crystals
Alimi, Lukman Olawale
Khashab, Niveen M.
KAUST DepartmentAdvanced Membranes and Porous Materials Research Center
Chemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Smart Hybrid Materials (SHMs) lab
Online Publication Date2020-07-31
Print Publication Date2020-09-16
Embargo End Date2021-08-01
Permanent link to this recordhttp://hdl.handle.net/10754/664547
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AbstractThe prediction, control, understanding and elucidation of phase transition from gel to crystal is in high demand for the de-velopment of various functional materials with macroscopic properties. Here, we show a detailed and systematic description of the self-assembly process of enantiopure trianglimine macrocyclic host from gel to single crystals. This proceeds via an unprecedented formation of capsule-like or right-handed helix superstructures as metastable products, depending on the nature of the guest molecule. Mesitylene promotes the formation of capsule-like superstructures; whereas, toluene results in the formation of helices as intermediates during the course of crystallization. Single crystal results demonstrate that the crystals obtained via the direct self-assembly from the gel phase are different from the crystals obtained from the stepwise assembly of the intermediate superstructures. Hence, investigating the phase-transition superstructures that self-assemble through the process of crystallization can unravel new molecular ordering with unexplored host-guest interactions. Such understanding will provide further tools to control hierarchical assemblies at the molecular level and consequently design or dictate the properties of evolved materials.
CitationDey, A., Chand, S., Alimi, L. O., Ghosh, M., Cavallo, L., & Khashab, N. M. (2020). From Capsule to Helix: Guest-Induced Superstructures of Chiral Macrocycle Crystals. Journal of the American Chemical Society. doi:10.1021/jacs.0c05776
SponsorsThis work was supported by King Abdullah University of Science and Technology (KAUST). We are thankful to Dr. Bholanath Maity, KAUST Catalysis Center (KCC) for fruitful discussions on theoretical calculations and studies.
PublisherAmerican Chemical Society (ACS)