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Nitrosobenzene as a hydrogen acceptor in rhodium catalysed dehydrogenation reactions of alcohols: synthesis of aldehydes and azoxybenzenes.

Type of publication Peer-reviewed
Publikationsform Original article (peer-reviewed)
Publication date 2012
Author Annen Samuel P, Grützmacher Hansjörg,
Project Unconventional Approaches to the Activation of Dihydrogen (FOR 1175) (D-A-CH/LAE)
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Original article (peer-reviewed)

Journal Dalton transactions (Cambridge, England : 2003)
Volume (Issue) 41(46)
Page(s) 14137 - 45
Title of proceedings Dalton transactions (Cambridge, England : 2003)
DOI 10.1039/c2dt31691a

Abstract

Acids, esters and amides have to date been the only isolated products from the dehydrogenation of primary alcohols with [Rh(trop(2)N)(L)] (trop = 5-H-dibenzo[a,d]cyclohepten-5yl) type complexes. With the reported method the available product family is finally to aldehydes. Using nitrosobenzene as a hydrogen acceptor the aldehydes could be isolated in up to 96% yield with substrate to catalyst ratios of up to 1000. Nitrosobenzene was found to be reductively coupled to azoxybenzene under the reaction conditions. Several symmetrically substituted azoxybenzene derivatives could be isolated in generally high yields after 2 to 4 h reaction time using a low catalyst loading.
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