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Molecular dynamic staircases: all-carbon axial chiral “Geländer” structures

Mannancherry, Rajesh; Rickhaus, Michel; Häussinger, Daniel; Prescimone, Alessandro; Mayor, Marcel

Abstract:
Herein, the syntheses of two tightly packed all-carbon Gelander 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 Gelander system reported so far.

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Verlagsausgabe §
DOI: 10.5445/IR/1000084608
Veröffentlicht am 19.07.2018
Originalveröffentlichung
DOI: 10.1039/C8SC01707G
Scopus
Zitationen: 2
Web of Science
Zitationen: 1
Zugehörige Institution(en) am KIT Institut für Nanotechnologie (INT)
Publikationstyp Zeitschriftenaufsatz
Jahr 2018
Sprache Englisch
Identifikator ISSN: 2041-6520, 2041-6539
urn:nbn:de:swb:90-846084
KITopen-ID: 1000084608
HGF-Programm 43.21.04 (POF III, LK 01)
Erschienen in Chemical science
Band 9
Heft 26
Seiten 5758–5766
Nachgewiesen in Web of Science
Scopus
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