Original scientific paper

Circular Dichroism of Optically Active 1,4-Benzodiazepines

G. Snatzke ; Chair for Structural Chemistr y, Ruhruniversity D-4630 Bochum 1, GFR
A. Konowal ; Institute of Organic Chemistr y, Polish Academy of Science, PL-01-224 Warsaw, Poland
A. Sabljić ; The Rudjer Boskovic Institute, P.O.B. 1016, 41001 Zagreb, Croatia, Yugoslavia
N. Blažević ; Institute for the Control of Drug, 41000 Zagreb, Croatia, Yugoslavia
V. Šunjić ; CRC, Chemical Research Company, I-33048, San Giovanni al Natisone (UD), Italy

Abstract

Assignment of the CD-bands of 1,4-benzodiazepin-2-one derivatives
(1-14, 26), and their 2-deoxo-congeners (15-25) has
been performed by applying the qualitative MO theory and the
exc1iton coupling theory. It has been found that the longest wavelength
band (about 310 nm), as well as that around 250 nm correspond
to the B2u and B1u transition of the chiral partial chromophore
A, respectively, while the corresponding transitions for the
partial chromophore C give rise to the bands at 285 nm and 250 nm
(Figures 2-4). The CD-signs for several of these Cotton effects
can be derived in a nonempirical manner. 7-Nitro derivatives,
23-25 scape above analysis, however, since the nitro-group is a
very strong perturber, which has its own absorption bands in the
same region. Model cyclic and acyclic compounds 27-36 have
been prepared, and their CD-spectra analysed in the same way.

Keywords

Hrčak ID:

194259

URI

https://hrcak.srce.hr/194259

Publication date:

15.12.1982.

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