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The influence of steric factors on the activity of 2-cyanoacrylic esters as inhibitors of the Hill reaction was examined. The spatial arrangement of the different groups in the inhibitor molecule was found to be an important factor in determining potency. The positioning of the phenyl ring in aralkylamino derivatives and the steric properties of the β-substituent are particularly significant in the interaction of molecules with the) hydrophobic domain of the receptor site. The difference in activity observed with optically active α-methylbenzylamino derivatives confirmed the importance of the orientation of the phenyl ring and indicated an interaction with a specific hydrophobic region.

Stereospecific Inhibitor Probes of the PS II Herbicide Binding Site