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Inorganics 2013, 1(1), 70-84; doi:10.3390/inorganics1010070
Article

Synthesis of Diazonium Tetrachloroaurate(III) Precursors for Surface Grafting

1,†
, 1,†
, 1,†
, 2,†
 and 1,*
Received: 8 November 2013; in revised form: 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°.
Keywords: diazonium; tetrachloroaurate(III); X-ray diazonium; tetrachloroaurate(III); X-ray
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

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.

AMA Style

Neal SN, Orefuwa SA, Overton AT, Staples RJ, Mohamed AA. Synthesis of Diazonium Tetrachloroaurate(III) Precursors for Surface Grafting. Inorganics. 2013; 1(1):70-84.

Chicago/Turabian Style

Neal, Sabine N.; Orefuwa, Samuel A.; Overton, Atiya T.; Staples, Richard J.; Mohamed, Ahmed A. 2013. "Synthesis of Diazonium Tetrachloroaurate(III) Precursors for Surface Grafting." Inorganics 1, no. 1: 70-84.

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