Original scientific paper

Circular Dichroism of Optically Active 1,2-Disubstituted 1,2-Diphenyl Ethanes. Part III. Compounds with a COOR-group at Benzylic C

Nikolina Berova ; Institute of Organic Chemistry, Bulgarian Academy of Sciences, Sofia (Bulgaria)
Bogdan Kurtev ; Institute of Organic Chemistry, Bulgarian Academy of Sciences, Sofia (Bulgaria)
Gunther Snatzke ; Lehrstuhl fur Strukturchemie, Ruhruniversitat Bochum (FRG)

Abstract

Optically active 1,2-diphenyl ethanes containing a COOR - group on one of the benzylic C-atoms give a relatively strong n ~]1;* - Cotton effect around 225 nm in addition to those found for 1,2-diphenyl ethanes lacking this type of substitution, and for which the usual regularities hold which were described in our previous paper. Its sign follows the rule known for such optically active phenyl acetic acid derivatives. This additional band is often detectable only from a broader halfband width of the Cotton effect present in this wavelength range, can, however, clearly be seen when the CD-curve of the analogue containing the moiety CH20H instead of the COOR-group is subtracted from the original CD-curve. Effect of the solvent (isooctane vs. acetonitrile) and temperature was studied, as well as the influence of salt formation on the position and fine structure of some Cotton effects.

Keywords

Hrčak ID:

176352

URI

https://hrcak.srce.hr/176352

Publication date:

25.6.1987.

Visits: 924 *