Abstract

The 1-(p-anisyl)-2-(triisopropylsilyl)vinyl cation 1 and the 1-(p-anisyl)vinyl cation 2 were generated in solution and characterized by NMR spectroscopy. Ab initio molecular orbital calculations using the 6-31 G basis set were performed for cation 2, the 1-(p-anisyl)-2-methylvinyl cation 3, and the 1-(p-anisyl)-2-silylvinyl cation 4, serving as a model cation for 1, to elucidate the importance of α-π aryl stabilization and β-σ bond stabilization in 1-(p-anisyl)vinyl cations with various β substituents. For comparison, the p-anisylmethyl cation 5 was also calculated

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