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

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dc.contributor.authorPalasis, K.A.
dc.contributor.authorAbell, A.D.
dc.date.issued2024
dc.description.abstractSpiropyrans 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 1 H 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.
dc.description.statementofresponsibilityKathryn A. Palasis; Andrew D. Abell
dc.identifier.citationTetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry, 2024; 138:154967-1-154967-5
dc.identifier.doi10.1016/j.tetlet.2024.154967
dc.identifier.issn0040-4039
dc.identifier.issn1873-3581
dc.identifier.orcidPalasis, K.A. [0000-0003-1769-4240]
dc.identifier.orcidAbell, A.D. [0000-0002-0604-2629]
dc.identifier.urihttps://hdl.handle.net/2440/142456
dc.language.isoen
dc.publisherElsevier BV
dc.relation.granthttp://purl.org/au-research/grants/arc/CE140100003
dc.rights© 2024 The Author(s). Published by Elsevier Ltd. This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).
dc.source.urihttp://dx.doi.org/10.1016/j.tetlet.2024.154967
dc.subjectAromatic substitution; Photochemistry; Photoswitches; Spiropyrans
dc.titleEffect of indoline substitution on ring opening in 6-nitro BIPS spiropyran derivatives
dc.typeJournal article
pubs.publication-statusPublished

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