Abstract
AbstractThe chiral amines (R,R and S,S)‐1‐amino‐2‐benzyloxycyclopentane and (R and S)‐α‐methylbenzylamine were converted to ammonium (D and L) hydrogen tartrate salts and induced chiroptic effects were investigated following encapsulation in Q[7]. Significant chiroptic differences were observed in ORD and CD spectra for the two amines. The optical spectra were performed as a precursor study to a potential method for enantiomer separation, utilising Q[7] encapsulation in conjunction with enantio‐pure hydrogen tartrates. An enantiomeric excess was achieved for the two antipodes of 1‐amino‐2‐benzyoxycyclopentane but not for those of α‐methylbenzylamine. However, material differences of crystallinity or the formation of a glass were observed for the latter amine induced by the different antipodes of hydrogen tartrate. 1H NMR spectra of aminobenzyloxycyclopentane showed back‐folding of the two rings with complete encapsulation in Q[7], leading to a secondary helical structure observed in CD spectra.
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