2003 | Arnab K. Chatterjee, Tae-Lim Choi, Daniel P. Sanders, and Robert H. Grubbs*
This study presents a general model for selectivity in olefin cross metathesis, focusing on the catalytic behavior of Grubbs' catalysts in various reactions. The research details experimental procedures and results for multiple compounds synthesized using different olefins and catalysts. The experiments involve the cross-metathesis of various olefins, including cis-2-butene-1,4-diacetate, 5-hexenyl-1-acetate, and others, with catalysts 1 and 2. The reactions are carried out in dichloromethane (CH₂Cl₂) under nitrogen, with the use of silica gel columns for purification. The products are analyzed using NMR and mass spectrometry to confirm their structures and yields. The results show that the selectivity of the catalysts can be influenced by the nature of the olefins and reaction conditions, with some reactions yielding predominantly one isomer (E or Z) based on NMR integration. The study also includes detailed spectral data for each compound, demonstrating the effectiveness of the catalysts in achieving desired cross-metathesis products. The findings contribute to the understanding of selectivity mechanisms in olefin cross metathesis reactions.This study presents a general model for selectivity in olefin cross metathesis, focusing on the catalytic behavior of Grubbs' catalysts in various reactions. The research details experimental procedures and results for multiple compounds synthesized using different olefins and catalysts. The experiments involve the cross-metathesis of various olefins, including cis-2-butene-1,4-diacetate, 5-hexenyl-1-acetate, and others, with catalysts 1 and 2. The reactions are carried out in dichloromethane (CH₂Cl₂) under nitrogen, with the use of silica gel columns for purification. The products are analyzed using NMR and mass spectrometry to confirm their structures and yields. The results show that the selectivity of the catalysts can be influenced by the nature of the olefins and reaction conditions, with some reactions yielding predominantly one isomer (E or Z) based on NMR integration. The study also includes detailed spectral data for each compound, demonstrating the effectiveness of the catalysts in achieving desired cross-metathesis products. The findings contribute to the understanding of selectivity mechanisms in olefin cross metathesis reactions.