The Preparation of a Water-Soluble Phospholate-Based Macrocycle for Constructing Artificial Light-Harvesting Systems

Chemistry. 2021 Dec 1;27(67):16601-16605. doi: 10.1002/chem.202102758. Epub 2021 Oct 15.

Abstract

On the basis of cyclotrixylohydroquinoylene (CTX), a novel water-soluble phospholate-based CTX derivative (WPCTX) was prepared with facile synthetic procedure and satisfying yield. Several model guest molecules were selected to investigate WPCTX's host-guest properties. Based on the study of the host and model guest complexation, a tetraphenylethylene derivative from model guest was employed as a guest molecule (G) to form WPCTX⊃G nanoparticles (NPs) with WPCTX through further supramolecular self-assembly in water. Moreover, a hydrophobic fluorescent dye, Eosin Y(ESY) or Nile red (NiR), was encapsulated in WPCTX⊃G NPs to construct two types of artificial light-harvesting systems. Their high antenna effect demonstrated such NPs successfully mimicked light-harvesting systems in nature.

Keywords: CTX; FRET; artificial lighting harvesting; host-guest systems; supramolecular self-assembly.

MeSH terms

  • Fluorescent Dyes*
  • Hydrophobic and Hydrophilic Interactions
  • Nanoparticles*
  • Water

Substances

  • Fluorescent Dyes
  • Water