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Tetraacylstannanes as Long‐Wavelength Visible‐Light Photoinitiators with Intriguing Low Toxicity

The first tetraacylstannanes Sn[(CO)R](4) (R=2,4,6‐trimethylphenyl (1 a) and 2,6‐dimethylphenyl (1 b)), a class of highly efficient Sn‐based photoinitiators, were synthesized. The formation of these derivatives was confirmed by NMR spectroscopy, mass spectrometry, and X‐ray crystallography. The UV/V...

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Autores principales: Radebner, Judith, Eibel, Anna, Leypold, Mario, Jungwirth, Nina, Pickl, Thomas, Torvisco, Ana, Fischer, Roland, Fischer, Urs Karl, Moszner, Norbert, Gescheidt, Georg, Stueger, Harald, Haas, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6032833/
https://www.ncbi.nlm.nih.gov/pubmed/29709089
http://dx.doi.org/10.1002/chem.201801622
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author Radebner, Judith
Eibel, Anna
Leypold, Mario
Jungwirth, Nina
Pickl, Thomas
Torvisco, Ana
Fischer, Roland
Fischer, Urs Karl
Moszner, Norbert
Gescheidt, Georg
Stueger, Harald
Haas, Michael
author_facet Radebner, Judith
Eibel, Anna
Leypold, Mario
Jungwirth, Nina
Pickl, Thomas
Torvisco, Ana
Fischer, Roland
Fischer, Urs Karl
Moszner, Norbert
Gescheidt, Georg
Stueger, Harald
Haas, Michael
author_sort Radebner, Judith
collection PubMed
description The first tetraacylstannanes Sn[(CO)R](4) (R=2,4,6‐trimethylphenyl (1 a) and 2,6‐dimethylphenyl (1 b)), a class of highly efficient Sn‐based photoinitiators, were synthesized. The formation of these derivatives was confirmed by NMR spectroscopy, mass spectrometry, and X‐ray crystallography. The UV/Vis absorption spectra of 1 a, b reveal a significant redshift of the longest wavelength absorption compared to the corresponding germanium compounds. In contrast to the known toxicity of organotin derivatives, the AMES test and cytotoxicity studies reveal intriguing low toxicity. The excellent performance of 1 as photoinitiators is demonstrated by photobleaching (UV/Vis) and NMR/CIDNP investigations, as well as photo‐DSC studies.
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spelling pubmed-60328332018-07-12 Tetraacylstannanes as Long‐Wavelength Visible‐Light Photoinitiators with Intriguing Low Toxicity Radebner, Judith Eibel, Anna Leypold, Mario Jungwirth, Nina Pickl, Thomas Torvisco, Ana Fischer, Roland Fischer, Urs Karl Moszner, Norbert Gescheidt, Georg Stueger, Harald Haas, Michael Chemistry Communications The first tetraacylstannanes Sn[(CO)R](4) (R=2,4,6‐trimethylphenyl (1 a) and 2,6‐dimethylphenyl (1 b)), a class of highly efficient Sn‐based photoinitiators, were synthesized. The formation of these derivatives was confirmed by NMR spectroscopy, mass spectrometry, and X‐ray crystallography. The UV/Vis absorption spectra of 1 a, b reveal a significant redshift of the longest wavelength absorption compared to the corresponding germanium compounds. In contrast to the known toxicity of organotin derivatives, the AMES test and cytotoxicity studies reveal intriguing low toxicity. The excellent performance of 1 as photoinitiators is demonstrated by photobleaching (UV/Vis) and NMR/CIDNP investigations, as well as photo‐DSC studies. John Wiley and Sons Inc. 2018-05-29 2018-06-12 /pmc/articles/PMC6032833/ /pubmed/29709089 http://dx.doi.org/10.1002/chem.201801622 Text en © 2018 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Radebner, Judith
Eibel, Anna
Leypold, Mario
Jungwirth, Nina
Pickl, Thomas
Torvisco, Ana
Fischer, Roland
Fischer, Urs Karl
Moszner, Norbert
Gescheidt, Georg
Stueger, Harald
Haas, Michael
Tetraacylstannanes as Long‐Wavelength Visible‐Light Photoinitiators with Intriguing Low Toxicity
title Tetraacylstannanes as Long‐Wavelength Visible‐Light Photoinitiators with Intriguing Low Toxicity
title_full Tetraacylstannanes as Long‐Wavelength Visible‐Light Photoinitiators with Intriguing Low Toxicity
title_fullStr Tetraacylstannanes as Long‐Wavelength Visible‐Light Photoinitiators with Intriguing Low Toxicity
title_full_unstemmed Tetraacylstannanes as Long‐Wavelength Visible‐Light Photoinitiators with Intriguing Low Toxicity
title_short Tetraacylstannanes as Long‐Wavelength Visible‐Light Photoinitiators with Intriguing Low Toxicity
title_sort tetraacylstannanes as long‐wavelength visible‐light photoinitiators with intriguing low toxicity
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6032833/
https://www.ncbi.nlm.nih.gov/pubmed/29709089
http://dx.doi.org/10.1002/chem.201801622
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