Aryldiazonium properties

Hydrazones prepared by the reaction of aryldiazonium salts with malononitrile (trivially named carbonyl cyanide phenylhydrazones, or CCPs) have been known as uncouplers for many years [114]. Studies on the relationship between physicochemical properties and uncoupling potency have been reported [90, 91], and these show that this relationship is very similar to those for other classes of weakly acidic protonophoric uncouplers. Thus, two of the most potent uncouplers of... 

In summary, the substrate-directed Heck-Matsuda reaction was successfully applied for the synthesis of polyfunctionalized cyclopentenes under very mild conditions. The method is very robust, and aryldiazonium salts with distinct electronic or steric properties were well tolerated. The power of this methodology was demonstrated by the total synthesis of the VPC01091 (130), an agonist of the SlPi receptor, a potential new drug for the treatment of multiple sclerosis. ... 

Cox, R. J., BushneU, R, and Evleth, E. M., Photophysical and photochemical properties of sterically hindered aryldiazonium salts. Tetrahedron Lett., 207, 1970. 

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