An investigation of the surface chemistry of methyl pyruvate on Cu(111)

Fleming, C., Johnston, J. and Kadodwala, M. (2007) An investigation of the surface chemistry of methyl pyruvate on Cu(111). Surface Science, 601(23), pp. 5485-5491. (doi: 10.1016/j.suse.2007.09.038)

Abstract

The surface chemistry of an alpha-ketoester, methyl pyruvate, has been studied on a model Cu(111) single crystal surface. Monolayers of methyl pyruvate at 180 K consist predominately (ca. 66%) of a chemisorbed methyl pyruvate moiety, with its keto-carbonyl bonded to the surface in a eta(2) configuration, this moiety desorbs intact at 365 K. The rest of the monolayer contains weakly adsorbed methyl pyruvate, which desorbs at 234 K, which interacts with the surface through the lone pair electrons of the oxygen atoms of the C=O groups, adopting a 711 configuration. Previous studies of simple ketones on model noble metal surfaces have only observed weakly bonded eta(1) configurations. The observation of a strongly chemisorbed moiety in the present study is attributed to the activation of the keto-carbonyl by the electron withdrawing ester group. This behaviour is consistent with the homogeneous inorganic chemistry of ketones. Given both the formation of a eta(2) bonded methyl pyruvate moiety on Cu(l 11) and the known activity of Cu as a selective hydrogenation catalyst, it is suggested that it maybe worthwhile considering the possibility of testing the effectiveness of chirally modified supported Cu as an enantioselective catalyst. .

• Item Type: Articles
• Keywords: ACETONE ACTIVATION ADSORPTION ALPHA-KETOESTERS Asymmetric catalysis ATOMS CATALYST CHEMISTRY Chirality CRYSTAL CU ELECTRON enantioselective heterogeneous catalysis ETHYL PYRUVATE FORMATE HYDROGENATION inorganic chemistry INORGANIC-CHEMISTRY KETONES METAL METAL-SURFACE methyl pyruvate MODEL MODIFIED CATALYSTS MONOLAYERS NI(111) ORIENTATION PT(111) SINGLE SURFACE SURFACE-CHEMISTRY surfaces UPS
• Status: Published
• Refereed: Yes
• Glasgow Author(s) Enlighten ID: Kadodwala, Professor Malcolm
• Authors: Fleming, C., Johnston, J., and Kadodwala, M.
• College/School: College of Science and Engineering > School of Chemistry
• Journal Name: Surface Science
• ISSN: 0039-6028