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Ruthenium on Carbon Catalysed Carbon‐Carbon Cleavage of Aryl Alkyl Ketones and Aliphatic Aldehydes in Aqueous Media
Author(s) -
Hattori Tomohiro,
Okami Hiroki,
Ichikawa Tomohiro,
Mori Shigeki,
Sawama Yoshinari,
Monguchi Yasunari,
Sajiki Hironao
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700774
Subject(s) - chemistry , alkyl , aryl , ruthenium , aldehyde , ketone , moiety , organic chemistry , benzoic acid , catalysis , carboxylic acid , carbon fibers , aqueous solution , materials science , composite number , composite material
A new ruthenium on carbon‐catalysed carbon–carbon (C−C) cleavage reaction of aryl alkyl ketone derivatives in water in the presence of CaO under atmospheric oxygen conditions has been developed. Corresponding benzoic acid derivatives were produced from various aryl alkyl ketones in excellent yields. CaO acts as an adsorbent of CO and CO 2 to maintain a sufficient concentration of oxygen around the catalyst required for effective progress of the reaction. It was also revealed that aliphatic aldehydes were generated from the alkyl moiety of aryl alkyl ketones over the course of the reaction. The aliphatic aldehyde derivatives undergo either an oxidation to the corresponding aliphatic carboxylic acids or a further continuous C−C cleavage reaction to form aliphatic aldehydes with loss of one carbon along with the formation of CO and CO 2 .