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Molecular dynamic staircases: all-carbon axial chiral "Geländer" structures

Mannancherry, Rajesh and Rickhaus, Michel and Häussinger, Daniel and Prescimone, Alessandro and Mayor, Marcel. (2018) Molecular dynamic staircases: all-carbon axial chiral "Geländer" structures. Chemical Science, 9 (26). pp. 5758-5766.

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Official URL: https://edoc.unibas.ch/68435/

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Abstract

Herein, the syntheses of two tightly packed all-carbon "Geländer" molecules with axial chirality are described. Motivated by our previous results, we further reduced the bridge length by excluding the heteroatoms. The absolute configuration was determined by comparison of the measured and calculated circular dichroism (CD) spectra and the thermodynamic stability was determined by dynamic high-performance liquid chromatography (HPLC) and CD analysis. The cyclophanes were fully characterized by CD measurements, X-ray diffraction (XRD) analysis, NMR, UV-Vis and high resolution mass spectrometry (HRMS). Our novel all-carbon macrocycle is the most stable Geländer system reported so far.
Faculties and Departments:05 Faculty of Science > Departement Chemie
05 Faculty of Science > Departement Chemie > Chemie > Molecular Devices and Materials (Mayor)
05 Faculty of Science > Departement Chemie > Chemie > Nuclear Magnetic Resonance (Häussinger)
UniBasel Contributors:Mayor, Marcel and Mannancherry, Rajesh and Rickhaus, Michel and Prescimone, Alessandro and Häussinger, Daniel
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Royal Society of Chemistry
ISSN:2041-6520
e-ISSN:2041-6539
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
Identification Number:
Last Modified:02 Jul 2019 13:25
Deposited On:02 Jul 2019 13:25

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