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Construction of Two‐Component Chemically Reactive Supramolecular Assemblies‐Acyl Migration Reactions in Cocrystals of Napthalene‐2,3‐Diol and Its Diesters
Author(s) -
Bahadur Vir,
Gonnade Rajesh G.,
Tamboli Majid I.,
Krishnaswamy Shobhana,
Shashidhar Mysore S.
Publication year - 2021
Publication title -
chempluschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.801
H-Index - 61
ISSN - 2192-6506
DOI - 10.1002/cplu.202100139
Subject(s) - supramolecular chemistry , chemistry , intermolecular force , diol , nucleophile , reactivity (psychology) , cocrystal , molecule , electrophile , group (periodic table) , crystal engineering , crystal structure , supramolecular assembly , synthon , organic chemistry , hydrogen bond , catalysis , medicine , alternative medicine , pathology
Reactions in solids are of contemporary interest due to applications in pharmaceutical industries to environmental sustainability. Although several reactive crystals that support chemical reactions have been identified and characterized, the same cannot be said about reactive cocrystals. Earlier we correlated the facile acyl group transfer reactions in crystals with supramolecular parameters obtained from the crystal structures. The structure‐reactivity correlation revealed the requirement of proper juxtaposition of electrophile (C=O) and the nucleophile (OH) with distance (∼3.2 Å) and angle (∼90°) along the chain structure. The current article describes the preparation of cocrystals that are capable of supporting intermolecular acyl group transfer reactions in a group of structurally similar molecules. The cocrystals of naphthalene 2,3‐diol and its corresponding diesters showed a facile solid state acyl transfer reaction, which has been well correlated with their crystal structures.