Sodium azide, reaction with palladium complexes

The formation of complexes of l,2,3,4-thiatriazole-5-thiol has been well described in CHEC-II(1996) 1,2,3,4-thiatriazole-5-thiol can form complexes with various metals such as palladium, nickel, platinum, cobalt, zinc, etc. <1996CHEC-II(4)691>. These complexes can be prepared either by cycloaddition reactions of carbon disulfide with metal complexes of azide anion (Equation 20) or directly from the sodium salt of l,2,3,4-thiatriazole-5-thiol with metal salts. For instance, the palladium-thiatriazole complex 179 can be obtained as shown in Equation (20) or it may be formed from palladium(ll) nitrate, triphenylphosphine, and sodium thiatriazolate-5-thiolate. It should be noted that complexes of azide ion react with carbon disulfide much faster than sodium azide itself. 

The copper-catalyzed reaction of j8-styrylboronic acid with sodium azide afforded ( )-j8-styryl azide in good yield. In rare cases, the rearrangement of butatrienylidene and alkynyl complexes of iridium led to special enazides. A single example of the formation of an alkenyl azide via palladium-catalyzed cyclization of an allenic substrate has also been reported. ... 

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