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Inorganics 2013, 1(1), 70-84; https://doi.org/10.3390/inorganics1010070

Synthesis of Diazonium Tetrachloroaurate(III) Precursors for Surface Grafting

1
Department of Chemistry, Delaware State University, 1200 N. DuPont Highway, Dover, Delaware 19901, USA
2
Department of Chemistry, Center for Crystallographic Research, Michigan State University, East Lansing, Michigan 48824, USA
These authors contributed equally to this work.
*
Author to whom correspondence should be addressed.
Received: 8 November 2013 / Revised: 4 December 2013 / Accepted: 9 December 2013 / Published: 17 December 2013
(This article belongs to the Special Issue Innovative Inorganic Synthesis)
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Abstract

The synthesis of diazonium tetrachloroaurate(III) complexes [R-4-C6H4N≡N]AuCl4 involves protonation of anilines CN-4-C6H4NH2, C8F17-4-C6H4NH2, and C6H13-4-C6H4NH2 with tetrachloroauric acid H[AuCl4] 3H2O in acetonitrile followed by one-electron oxidation using [NO]PF6. FT-IR shows the diazonium stretching frequency at 2277 cm−1 (CN), 2305 cm−1 (C8F17), and 2253 cm−1 (C6H13). Thermogravimetric Analysis (TGA) shows the high stabilities of the electron-withdrawing substituents C8F17 and CN compared with the electron-donating substituent C6H13. 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 C6H13 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 Å and N≡N-C bond angle of 178°. View Full-Text
Keywords: diazonium; tetrachloroaurate(III); X-ray diazonium; tetrachloroaurate(III); X-ray
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Neal, S.N.; Orefuwa, S.A.; Overton, A.T.; Staples, R.J.; Mohamed, A.A. Synthesis of Diazonium Tetrachloroaurate(III) Precursors for Surface Grafting. Inorganics 2013, 1, 70-84.

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