Details

Autor(en) / Beteiligte

• Hill, Alexa N
• Delaney, Katherine M
• Sullivan, Tessa R
• Mylod, Gabriella
• Kiesow, Katrina H
• Bowyer, Walter J

Titel

Heterogeneous Rate Constants for Indium Mediated Allylations: Cinnamyl Chloride in Ethanol/Water Mixtures

Ist Teil von

• The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory, 2013-09, Vol.117 (36), p.8826-8835

Ort / Verlag

Washington, DC: American Chemical Society

Erscheinungsjahr

2013

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Indium mediated allylation (IMA) offers a powerful tool to synthetic chemists for creating carbon–carbon bonds. However, its rate limiting step, the heterogeneous reaction of allyl halides at solid indium surfaces, is still poorly understood. For example, solvent effects, especially the presence of water, on IMA are dramatic. We report for the first time rate constants for the heterogeneous rate limiting step of IMA. The rate constant for reaction of cinnamyl chloride on indium decreases from 5.5 × 10–4 cm/s in 80% ethanol/20% water to 1 × 10–4 cm/s in 99.8% ethanol/0.2% water. In addition, the percent water has a dramatic effect on induction time. This study further establishes photomicroscopy as a powerful tool for the determination of heterogeneous rate constants.