Transformation of Dipeptide-Based Organogels into Chiral Crystals by Cryogenic Treatment

Xingcen Liu; Jinbo Fei; Anhe Wang; Wei Cui; Pengli Zhu; Junbai Li

doi:10.1002/anie.201612024

Transformation of Dipeptide-Based Organogels into Chiral Crystals by Cryogenic Treatment

Angew Chem Int Ed Engl. 2017 Mar 1;56(10):2660-2663. doi: 10.1002/anie.201612024. Epub 2017 Jan 31.

Authors

Xingcen Liu^{1

2}, Jinbo Fei¹, Anhe Wang³, Wei Cui¹, Pengli Zhu⁴, Junbai Li^{1

2}

Affiliations

¹ Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Lab of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
² University of Chinese Academy of Sciences, Beijing, 100049, China.
³ State Key Laboratory of Biochemical Engineering, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190, China.
⁴ Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences, Shenzhen, 518055, China.

PMID: 28140492
DOI: 10.1002/anie.201612024

Abstract

Controlled molecular assembly is an important approach for the synthesis of single-component materials with diverse functions. Unlike traditional heat treatment or solvent modulation, cryogenic treatment at 77 K enabled the tunable transition of a self-assembled diphenylalanine organogel into a hexagonal crystal. Under these conditions, the assembled molecules undergo an internal rearrangement in the solid state to form a well-defined chiral crystal structure. Moreover, these assemblies exhibit enhanced emission. This strategy for the synthesis of single-component supramolecular assemblies can create new functions by manipulating phase transitions.

Keywords: cryogenic treatment; crystalline compounds; dipeptides; organogels; self-assembly.

Publication types

Research Support, Non-U.S. Gov't