1393834-89-3

Upstream product

• 1393834-76-8 C₁₅H₂₇BrOSi₂ 
• 58144-49-3 2-bromo-6-(trimethylsilyl)phenol 
• 3376-24-7 N-tert-butyl-α-phenylnitrone 
• 1393834-75-7 2-(triethylsilyl)-6-(trimethylsilyl)phenyl triflate 
• 1393834-74-6 2-(triethylsilyl)-6-(trimethylsilyl)phenol 

Relevant academic research and scientific papers

Steric effects compete with aryne distortion to control regioselectivities of nucleophilic additions to 3-silylarynes

We report an experimental and computational study of 3-silylarynes. The addition of nucleophiles yield ortho-substituted products as a result of aryne distortion, but meta-substituted products form predominately when the nucleophile is large. Computations correctly predict the preferred site of attack observed in both nucleophilic addition and cycloaddition experiments. Nucleophilic additions to 3-tert-butylbenzyne, which is not significantly distorted, give meta-substituted products.