Catalytic dehydroaromatization of n-alkanes by pincer-ligated iridium complexes

TitleCatalytic dehydroaromatization of n-alkanes by pincer-ligated iridium complexes
Publication TypeJournal Article
Year of Publication2011
AuthorsAhuja, R, Punji, B, Findlater, M, Supplee, C, Schinski, W, Brookhart, M, Goldman, AS
JournalNature Chemistry
Volume3
Issue2
Pagination167–171
Date PublishedDEC
Abstract

Aromatic hydrocarbons are among the most important building blocks in the chemical industry. Benzene, toluene and xylenes are obtained from the high temperature thermolysis of alkanes. Higher alkylaromatics are generally derived from arene–olefin coupling, which gives branched products—that is, secondary alkyl arenes—with olefins higher than ethylene. The dehydrogenation of acyclic alkanes to give alkylaromatics can be achieved using heterogeneous catalysts at high temperatures, but with low yields and low selectivity. We present here the first catalytic conversion of n-alkanes to alkylaromatics using homogeneous or molecular catalysts—specifically ‘pincer’-ligated iridium complexes—and olefinic hydrogen acceptors. For example, the reaction of n-octane affords up to 86% yield of aromatic product, primarily o-xylene and secondarily ethylbenzene. In the case of n-decane and n-dodecane, the resulting alkylarenes are exclusively unbranched (that is, n-alkyl-substituted), with selectivity for the corresponding o-(n-alkyl)toluene.

DOI10.1038/nchem.946
Funding Agency

Council of Scientific & Industrial Research (CSIR) - India

Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.85

Divison category: 
Organic Chemistry