TY - JOUR
T1 - Preparation of optically active azophenolic crown ethers containing 1-phenylethane-1,2-diol and 2,4-dimethyl-3-oxapentane-1,5-diol as a chiral subunit
T2 - Temperature-dependent enantiomer selectivity in the complexation with chiral amines
AU - Ogasahara, Kazuko
AU - Hirose, Keiji
AU - Yoshito, Tobe
AU - Naemura, Koichiro
PY - 1997/11/7
Y1 - 1997/11/7
N2 - With (2S,4S)-2,4-dimethyl-3-oxapentane-1,5-diol and (S)- or (R)-1-phenylethane-1,2-diol as chiral subunits, optically active azophenolic crown ethers (S,S,S,S)-1, (R,S,S,R)-2, (S,S,S,S)-3 and (R,S,S,R)-4 possessing two phenyl and two methyl substituents together with the p-(2,4-dinitrophenylazo)phenol moiety have been prepared in enantiomerically pure forms. Temperature-dependent enantiomer selectivity in the complexation of these crown ethers with chiral amines has been studied by the UV-visible spectroscopic method in chloroform and from the observed association constants, thermodynamic parameters for the complexation have been calculated.
AB - With (2S,4S)-2,4-dimethyl-3-oxapentane-1,5-diol and (S)- or (R)-1-phenylethane-1,2-diol as chiral subunits, optically active azophenolic crown ethers (S,S,S,S)-1, (R,S,S,R)-2, (S,S,S,S)-3 and (R,S,S,R)-4 possessing two phenyl and two methyl substituents together with the p-(2,4-dinitrophenylazo)phenol moiety have been prepared in enantiomerically pure forms. Temperature-dependent enantiomer selectivity in the complexation of these crown ethers with chiral amines has been studied by the UV-visible spectroscopic method in chloroform and from the observed association constants, thermodynamic parameters for the complexation have been calculated.
UR - http://www.scopus.com/inward/record.url?scp=33748836674&partnerID=8YFLogxK
U2 - 10.1039/a703452k
DO - 10.1039/a703452k
M3 - Article
AN - SCOPUS:33748836674
SP - 3227
EP - 3236
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
SN - 0300-922X
IS - 21
ER -