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Rationalise the following
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Hey Hive Mind

I am a PhD student and feel like I should rationalise the following observation I have made, in a library of compounds I am working on featuring functionalised anilines and benzylamines I have found that Ortho functionalised derivatives where the functionality is a halogen do not work in my reactions yet a hydroxyl derivative I have tried does work when it is functionalised in the 2 position. I am trying to rationalise that this is mostly due to sterics, would you all agree that the size of the halogen Chlorine onwards is bigger than the OH group and would explain my results.

Thanks in advance

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2 years ago