Janus Nanoparticle Emulsions as Chiral Nanoreactors for Enantiomerically Selective Ligand Exchange

Lu, Jia En; Peng, Yi; Chen, Shaowei

doi:10.1002/ppsc.201800564

Janus Nanoparticle Emulsions as Chiral Nanoreactors for Enantiomerically Selective Ligand Exchange

Journal Article · Tue Mar 12 00:00:00 EDT 2019 · Particle & Particle Systems Characterization

DOI:https://doi.org/10.1002/ppsc.201800564· OSTI ID:1499074

Lu, Jia En ^[1]; Peng, Yi ^[1]; ^[1]

Department of Chemistry and Biochemistry University of California 1156 High Street Santa Cruz CA 95064 USA

Abstract

Janus nanoparticles capped with a hydrophobic and hydrophilic hemisphere of mercapto ligands can self‐assemble into hollow, emulsion‐like nanostructures in controlled media. As the nanoparticle emulsions are chiroptically active exhibiting a plasmonic circular dichroism absorption in the visible range, they can be exploited as a unique chiral nanoreactor by selective encapsulation of d ‐enantiomer into the water phase of the water‐in‐oil emulsions for directional functionalization of the nanoparticles and endow the resulting nanoparticles with select chirality. This is demonstrated in the present study with gold Janus nanoparticles functionalized with (hydrophobic) hexanethiolates and (hydrophilic) 3‐mercapto‐1,2‐propandiol, and d , l ‐cysteine is used as the molecular probe. Experimental results demonstrate that d ‐cysteine is the preferred enantiomers entrapped within the nanoparticle emulsions, where the ensuing ligand exchange reaction is initially confined to the hydrophilic face of the Janus nanoparticles. This suggests that with a deliberate control of the reaction time, chiral Janus nanoparticles can be readily prepared by ligand exchange reactions even with a racemic mixture of ligands.

View Accepted Manuscript (Publisher)

Sponsoring Organization:: USDOE

OSTI ID:: 1499074

Journal Information:: Particle & Particle Systems Characterization, Journal Name: Particle & Particle Systems Characterization Journal Issue: 5 Vol. 36; ISSN 0934-0866

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: Germany

Language:: English

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