Identification of the configuration of sex pheromones with a conjugated double bond by fuzzy similarity analysis of chemical shifts of olefinic carbons

Abstract.

 A rapid analytical procedure for identifying the configuration of conjugated dienic sex pheromones and analogous compounds has been developed by fuzzy similarity analysis of ¹³C-NMR data, in which the chemical shifts of four olefinic carbons were defined as elements of standard parameters for the calculation of the similarity index. The procedure assigns the configuration of the conjugated dienes by comparing similarity of chemical shifts of the olefinic carbons of the samples with those of standard mode configurations (ZZ, EE, ZE, EZ, Z and E). The method was tested with 28 conjugated dienic compounds; the configuration in each diene was correctly identified in all runs without prior assignment of the order of the chemical shifts of the olefinic carbons.