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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 atta...

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Detalhes bibliográficos
Main Authors: Bronner, Sarah M., Mackey, Joel L., Houk, K. N., Garg, Neil K.
Formato: Artigo
Idioma:Inglês
Publicado em: 2012
Assuntos:
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC3445038/
https://ncbi.nlm.nih.gov/pubmed/22876797
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/ja306723r
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