Friday, April 26, 2019

stereochemistry - Atropisomerism of naphthyl alcohol


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In March's Advanced Organic Chemistry (6th ed.), it's stated that the above two are atropisomers. I don't get why is it so. How is the topmost $\ce{C}$ locked in its place? Surely, there's steric hindrance due to presence of two methyls but how does that prevent rotation? It can certainly rotate with the methyls being "rigid" in their positions. Also, are they chiral? I believe they aren't because they are superimposable mirror images.




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