Self-sorting regioisomers through the hierarchical organization of hydrogen-bonded rosettes

Chem Commun (Camb). 2016 Jul 7;52(53):8211-4. doi: 10.1039/c6cc03419e. Epub 2016 May 23.

Abstract

The self-assembly of two regioisomeric hydrogen-bonding naphthalenes was studied in mixed states in different polarity solvents. The regioisomers co-assemble to form heteromeric rosettes in chloroform. Upon injecting this solution into methylcyclohexane the heteromeric rosettes kinetically form amorphous aggregates, which over time differentiate into thermodynamically stable distinct nanostructures through self-sorting.