26848-01-1Relevant academic research and scientific papers
An Exploration of Induced Supramolecular Chirality Through Association of Chiral Ammonium Ions and Tartrates with the Achiral Host Cucurbit[7]uril
Wu, Wenjing,Cronin, Michael P.,Wallace, Lynne,Day, Anthony I.
, p. 479 - 486 (2018/01/22)
The 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.
Synthesis of chiral α-ethylphenylamine salts of tartaric acid and novel application to cyanosilylation of prochiral ketones
Mei, Luo,Jie, Sun,Ying, Jiang
experimental part, p. 227 - 236 (2011/10/18)
Chiral α-ethylphenylamine tartaric acid salts were synthesized from a-ethylphenylamine by direct reaction with chiral tartaric acid. The crystal structure of S-(-)-αethylphenylamine-( 2R,3R)-(-)-dihydroxybutanedioic acid was determined. The crystal is mon
