Exclusive production of chloroaniline from chloronitrobenzene over Au/TiO2 and Au/Al2O3.
The gas-phase continuous hydrogenation of p-chloronitrobenzene (p-CNB) over 1 mol% Au/TiO2 and Au/Al2O3 was compared for the first time. Both catalysts exhibit 100% selectivity in terms of -NO2 group reduction, resulting in the sole formation of p-chloroaniline (p-CAN). Au/TiO2 exhibited a narrower particle size (1-10 nm) distribution than Au/Al2O3 (1-20 nm) and a smaller surface-area-weighted mean Au size (6 nm versus 9 nm). Au/TiO2 delivered a higher specific hydrogenation rate (by a factor of up to four), a response that is discussed in terms of Au particle size and a possible contribution of the support to p-CNB activation. A CNB isomer reactivity sequence was established, that is, o> p> m, which is attributed to resonance stabilisation effects. The results presented establish a basis for the development of a sustainable alternative route for the production of haloamines.
Cárdenas-Lizana
Fernando
F
Chemical Engineering, School of Engineering and Physical Sciences, Heriot-Watt University, Edinburgh, UK.
Gómez-Quero
Santiago
S
Keane
Mark A
MA
D000537:Aluminum Oxide / Q000737:chemistry*; D000814:Aniline Compounds / Q000138:chemical synthesis*; D002384:Catalysis; D003247:Conservation of Natural Resources; D006046:Gold / Q000737:chemistry*; D009578:Nitrobenzenes / Q000737:chemistry*; D013379:Substrate Specificity; D014025:Titanium / Q000737:chemistry*
D000814:Aniline Compounds; D009578:Nitrobenzenes; C009495:titanium dioxide; D006046:Gold; D014025:Titanium; D000537:Aluminum Oxide; C004658:4-chloroaniline