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Exclusive Production of Chloroaniline from Chloronitrobenzene over Au/TiO 2 and Au/Al 2 O 3
Author(s) -
CárdenasLizana Fernando,
GómezQuero Santiago,
Keane Mark A.
Publication year - 2008
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.200700105
Subject(s) - reactivity (psychology) , selectivity , catalysis , particle size , materials science , phase (matter) , particle (ecology) , resonance (particle physics) , gas phase , sequence (biology) , analytical chemistry (journal) , chemistry , organic chemistry , physics , atomic physics , medicine , biochemistry , oceanography , alternative medicine , pathology , geology
The gas‐phase continuous hydrogenation of p ‐chloronitrobenzene ( p ‐CNB) over 1 mol % Au/TiO 2 and Au/Al 2 O 3 was compared for the first time. Both catalysts exhibit 100 % selectivity in terms of ‐NO 2 group reduction, resulting in the sole formation of p ‐chloroaniline ( p ‐CAN). Au/TiO 2 exhibited a narrower particle size (1–10 nm) distribution than Au/Al 2 O 3 (1–20 nm) and a smaller surface‐area‐weighted mean Au size (6 nm versus 9 nm). Au/TiO 2 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.