Work

Effect of indoline substitution on ring opening in 6-nitro BIPS spiropyran derivatives

Year: 2024

Type: article

Abstract: Spiropyrans constitute an important class of photoswitchable compound that have been studied in a variety of applications, including nanomaterials and biological sensing. However, many reported spiropyrans are impractical for these contexts due to a low quantum yield of switching, particularly in the ring opening direction. In this work, we report a series of spiropyrans substituted at the 5-indoline position of 6-NO2-BIPS, as a means to understand the electronic effects of substitution at this position on photochromism. Analysis of 1H NMR spectra reveals that switching is greatest for the spiropyran with the most electron donating group at the 5-position. These findings inform the design of new spiropyran derivatives with improved switching to facilitate their use as functional switches.

Source: Tetrahedron Letters

DOI: 10.1016/j.tetlet.2024.154967

Authors: Kathryn A. Palasis, Andrew D. Abell

Institutions: ARC Centre for Nanoscale BioPhotonics, The University of Adelaide

Language: English

Topic: Photochromic and Fluorescence Chemistry

Subfield: Materials Chemistry

Field: Materials Science

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $3,690

Funders: Australian National Fabrication Facility, ARC Centre for Nanoscale BioPhotonics, Australian Research Council