The synthesis of diazonium tetrachloroaurate(III) complexes [R-4-C 6H 4N≡N]AuCl 4 involves protonation of anilines CN-4-C 6H 4NH 2, C 8F 17-4-C 6H 4NH 2, and C 6H 13-4-C 6H 4NH 2 with tetrachloroauric acid H[AuCl 4] 3H 2O in acetonitrile followed by one-electron oxidation using [NO]PF 6. FT-IR shows the diazonium stretching frequency at 2277 cm ？1 (CN), 2305 cm ？1 (C 8F 17), and 2253 cm ？1 (C 6H 13). Thermogravimetric Analysis (TGA) shows the high stabilities of the electron-withdrawing substituents C 8F 17 and CN compared with the electron-donating substituent C 6H 13. Residual Gas Analysis (RGA) shows the release of molecular nitrogen as the main gas residue among other small molecular weight chlorinated hydrocarbons and chlorobenzene. Temperature-Dependent X-Ray Powder Diffraction (TD-XRD) shows the thermal decomposition in C 6H 13 diffraction patterns at low temperature of 80 °C which supports the TGA and RGA (TGA-MS) conclusions. X-ray structure shows N≡N bond distance of approximately 1.10 ？ and N≡N-C bond angle of 178°.
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