Spacefill view of Hydrophosphonylation reaction

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Sn2

Click the structures and reaction arrows in sequence to view the 3D models and animations respectively

There is little movement of the nitrogen because it is held in place by hydrogen bonds from the phosphate oxygen of the chiral phosphate catalyst to the N-H of the imine. This is helped by the rigid naphthalene groups on the phosphate catalyst.

 

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