Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 11, Pages 3604-3609Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201811541
Keywords
orthogonal reactions; photochemistry; polymer ligation; RAFT polymerization; single-chain nanoparticles
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Funding
- Australian Research Council (ARC)
- Queensland University of Technology (QUT)
- German National Academy of Science, Leopoldina
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While photochemical synthesis offers access to spatiotemporal reaction control, its potential to selectively address specific reactions by the colour of light is usually limited by ubiquitous spectral absorption overlaps of the reactive groups. Herein, a new concept is introduced that actively suppresses one ligation reaction by triggering the cycloreversion of the [2+2] cycloaddition of styrylpyrene. Combination of the photoreversible styrylpyrene chemistry with the [4+4] cycloaddition of 9-triazolylanthracene makes it possible to initially induce chain coupling using UV light and to subsequently ligate the formed single-chain nanoparticle (SCNP) with a second polymer chain using blue light. Seizing upon the first sequence-independent lambda-orthogonal reactivity established here, the same macromolecular architecture was obtained in reverse irradiation sequence, by blue and subsequent violet light irradiation-completely foregoing high-energy UV light.
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