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Chiral-optical properties of six- and seven-membered benzothioamides

Journal Article · · Chem. Heterocycl. Compd. (Engl. Transl.); (United States)
OSTI ID:6250593

The chiral-optical properties of R-(+)-4-methyl-3,4-di-hydroisoquinoline-1-thione and R-(-)-3-methyl-, R-(+)-4-methyl-, and S-(+)-5-methyl-2,3,4,5-tetrahydrobenz(c)-azepine-1-thiones wee studied. A significant increase in the intensities of the Cotton effects (CE), particularly for the CE due to the n ..-->.. ..pi..* transition in the benzothioamide chromophore, is observed on passing from six-membered to seven-membered benzothiolactams with the same orientation of the asymmetric center relative to the chromophore. The signs of the CE due to the n ..-->.. ..pi..* transition in the benzothioamide chromophore and the ..pi.. ..-->.. ..pi..* transition in the aromatic chromophore at 250-280 nm (the /sup 1/L/sub b/ band) correlate with the type of conformation of the thiolactam ring.

Research Organization:
M.V. Lumonosov Moscow State Univ., USSR
OSTI ID:
6250593
Journal Information:
Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 21:9; ISSN CHCCA
Country of Publication:
United States
Language:
English