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Paper | Regular issue | Vol 43, No. 9, 1996, pp.1991-1998
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7543
Saturated Polyheteroperylenes from the Reaction of Glyoxal and Pyruvaldehyde with 3-(2-Hydroxyethyl)- and 3-(2-Aminoethyl)-1,3-propanediamines and Prediction of Their Stereochemistry

Tadashi Okawara,* Yoshinari Okamoto, Shuji Ehara, Tetsuo Yamasaki, and Mitsuru Furukawa

*Faculty of Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-hon-machi, Kumamoto 862-0973, Japan

Abstract

Reaction of 3-(2-hydroxyethyl)- and 3-(2-aminoethyl)-1,3-propanediamines with glyoxal gave dioxatetraaza- and hexaazaperhydroperylenes. Each of the possible stereoisomers for the products was presicted 1H- and 13C-nmr spectra and heats of formation from a molecular orbital methos (AM1).