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Chirality as a tool for function in porous organic cages

DOI: 10.1039/C7NR01301A DOI Help

Authors: T. Hasell (University of Liverpool) , M. A. Little (University of Liverpool) , S. Y. Chong (University of Liverpool) , M. Schmidtmann (University of Liverpool) , M. E. Briggs (University of Liverpool) , V. Santolini (Imperial College London) , K. E. Jelfs (Imperial College London) , A. I. Cooper (University of Liverpool)
Co-authored by industrial partner: No

Type: Journal Paper
Journal: Nanoscale , VOL 9 , PAGES 6783 - 6790

State: Published (Approved)
Published: May 2017
Diamond Proposal Number(s): 12336 , 11231

Abstract: The control of solid state assembly for porous organic cages is more challenging than for extended frameworks, such as metal–organic frameworks. Chiral recognition is one approach to achieving this control. Here we investigate chiral analogues of cages that were previously studied as racemates. We show that chiral cages can be produced directly from chiral precursors or by separating racemic cages by co-crystallisation with a second chiral cage, opening up a route to producing chiral cages from achiral precursors. These chiral cages can be cocrystallized in a modular, ‘isoreticular’ fashion, thus modifying porosity, although some chiral pairings require a specific solvent to direct the crystal into the desired packing mode. Certain cages are shown to interconvert chirality in solution, and the steric factors governing this behavior are explored both by experiment and by computational modelling.

Subject Areas: Chemistry


Instruments: I11-High Resolution Powder Diffraction , I19-Small Molecule Single Crystal Diffraction