research papers
Racemic 2,4(6)-di-O-benzoyl-myo-inositol 1,3,5-orthoformate shows a very efficient intermolecular benzoyl-group migration reaction in its crystals due to the helical assembly of molecules, which places the reactive electrophile (C=O) and nucleophile (-OH) in proximity with a preorganized ElNu geometry favourable for the acyl transfer reaction. However, the presence of 4,4'-bipyridine molecules in its cocrystal perturbs the helical assembly of the dibenzoate molecules and thus restricts its solid-state reactivity.