Issue 27, 2020

Substrate and product binding inside a stimuli-responsive coordination cage acting as a singlet oxygen photosensitizer

Abstract

An acridone-based, interpenetrated double cage [3BF4Pd4L8] acts as a photosensitizer for generating singlet oxygen which adds to 1,3-cyclohexadiene in a [2+4] hetero-Diels-Alder reaction to form 2,3-dioxabicyclo[2.2.2]oct-5-ene. Photocatalytic activity was exclusively observed for the assembled cage, whereas the free organic ligand L decomposes upon irradiation. While cage [3BF4Pd4L8] does not accept any organic guests, NMR, MS and single crystal X-ray results reveal that both substrate and product are readily encapsulated in the central pocket of its chloride-activated form [2Cl@Pd4L8]. The system combines multiple functions (photosensitization, allosteric activation and guest uptake) within a structurally complex, mechanically-bound self-assembly built up from a simple and readily accessible ligand.

Graphical abstract: Substrate and product binding inside a stimuli-responsive coordination cage acting as a singlet oxygen photosensitizer

Associated articles

Supplementary files

Article information

Article type
Paper
Submitted
08 Cax 2020
Accepted
15 Qas 2020
First published
15 Qas 2020
This article is Open Access
Creative Commons BY license

Dalton Trans., 2020,49, 9404-9410

Substrate and product binding inside a stimuli-responsive coordination cage acting as a singlet oxygen photosensitizer

S. Pullen, S. Löffler, A. Platzek, J. J. Holstein and G. H. Clever, Dalton Trans., 2020, 49, 9404 DOI: 10.1039/D0DT01674H

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