Behavior of the 9-anthryl-tert-butylcarbinol as a chiral solvating agent. Study of diastereochemical association by intermolecular NOE and molecular dynamics calculations
M. De Moragas et al., Behavior of the 9-anthryl-tert-butylcarbinol as a chiral solvating agent. Study of diastereochemical association by intermolecular NOE and molecular dynamics calculations, J ORG CHEM, 63(24), 1998, pp. 8689-8695
The 9-anthryl-tert-butylcarbinol was tested as a chiral solvating agent (CS
A) in the presence of racemic forms of mentil-p-toluenesulfinate, 9-( 1-ami
no-2,2-dimethylpropyl)-9,19-dihydroanthracene, alpha-methoxyphenylacetic ac
id and 1-phenyl-1,2-ethanediol. Diastereomeric complexes were found to form
between each enantiomer of these last two compounds. One of the enantiomer
s of 9-anthryl-tert-butylcarbinol was studied by means of intermolecular NO
E and molecular dynamics calculations. Major thermodynamic and structural d
ifferences were found.