Abstract The kinetics of the reactions of benzhydryl cations with eight diazo compounds 1 a– g were investigated photometrically in dichloromethane. The nucleophilicity parameters N and slope parameters s of these diazo compounds were derived from the equation log k (20 C)= s (E+N) and compared with the nucleophilicities of other π systems (alkenes, arenes, silyl enol ethers, silyl ketene acetals). It is shown that the nucleophilic reactivities of diazo ...