The 9-anthryl-tert-butylcarbinol was tested as a chiral solvating agent (CSA) in the presence of racemic forms of mentil-p-toluenesulfinate, 9-(1- amino-2,2-dimethylpropyl)-9,19-dihydroanthracene, α-methoxyphenylacetic acid and 1-phenyl-1,2-ethanediol. Diastereomeric complexes were found to form between each enantiomer of these last two compounds. One of the enantiomers of 9-anthryltert-butylcarbinol was studied by means of intermolecular NOE and molecular dynamics calculations. Major thermodynamic and structural differences were found.
|Journal||Journal of Organic Chemistry|
|Publication status||Published - 27 Nov 1998|
De Moragas, M., Cervelló, E., Port, A., Jaime, C., Virgili, A., & Ancian, B. (1998). Behavior of the 9-anthryl-tert-butylcarbinol as a chiral solvating agent. Study of diastereochemical association by intermolecular NOE and molecular dynamics calculations. Journal of Organic Chemistry, 63(24), 8689-8695. https://doi.org/10.1021/jo980261f