125520-67-4Relevant articles and documents
Synthesis, functionalization, and isolation of planar-chiral pillar[5]arenes with bulky substituents using a chiral derivatization agent
Al-Azemi, Talal F.,Vinodh, Mickey,Alipour, Fatemeh H.,Mohamod, Abdirahman A.
, p. 23295 - 23301 (2019/08/12)
Bulky perneopentyloxy-pillar[5]arene (Pillar-1) was synthesized and its conformational mobility was investigated using variable-temperature 1H NMR spectroscopy. The host-guest interactions between Pillar-1 and n-octyltrimethylammonium hexafluorophosphate (OMA) were investigated, and the formation of a 1:1 complex was revealed via1H NMR. Planar-chiral isomers were synthesized via the reaction of a hydroxy-functionalized pillar[5]arene with chiral derivatization agent (S)-(+)-MTPA-Cl. The (Sp, R)-and (Rp, R)-forms of the pillar[5]arene diastereomers were isolated by HPLC, and their structures were analyzed by 19F NMR. HPLC measurements indicated that racemization did not take place at 40 °C for 72 h.