Home – Home – Jornals – Journal of Structural Chemistry 2008 number 4

The spatial isomers of the new synthetic analogs of ethyl permithrinic ether and permethrin were investigated by NMR (¹Н, ¹³С, DEPT (distortionless enhancement by polarization transfer), COSY (correlation spectroscopy), CHCORR (heteronuclear (C, H) shift correlation spectroscopy), ROESY (rotating-frame Overhauser effect spectroscopy)). Several tendencies were revealed in the ¹Н and ¹³С chemical shifts of the α atoms of the substituents in the 2nd and 3rd positions of the cyclopropane ring. For substituents cis-orientated relative to the ester group, the spectra show a paramagnetic shift of the ¹Н signals and the diamagnetic shift of the ¹³С signals relative to the trans-orientated substituents. The ¹Н and ¹³С chemical shifts of the α atoms of the substituents in the 2nd and 3rd positions of the cyclopropane ring permit an unambiguous determination of the stereochemistry of ethyl permethrinic ether and permethrin analogs.