Lecture 32 - Stereotopicity and Baeyer Strain Theory
recorded by: Yale University
published: June 10, 2010, recorded: November 2008, views: 3061
released under terms of: Creative Commons Attribution No Derivatives (CC-BY-ND)
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Why ethane has a rotational barrier is still debatable. Analyzing conformational and configurational stereotopicity relationships among constitutionally equivalent groups reveals a subtle discrimination in enzyme reactions. When Baeyer suggested strain-induced reactivity due to distorting bond angles away from those in an ideal tetrahedron, he assumed that the cyclohexane ring is flat. He was soon corrected by clever Sachse, but Sachse's weakness in rhetoric led to a quarter-century of confusion.
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