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Tetraacylstannanes as Long-Wavelength Visible-Light Photoinitiators with Intriguing Low Toxicity.


ABSTRACT: 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.

SUBMITTER: Radebner J 

PROVIDER: S-EPMC6032833 | biostudies-other | 2018 Jun

REPOSITORIES: biostudies-other

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Tetraacylstannanes as Long-Wavelength Visible-Light Photoinitiators with Intriguing Low Toxicity.

Radebner Judith J   Eibel Anna A   Leypold Mario M   Jungwirth Nina N   Pickl Thomas T   Torvisco Ana A   Fischer Roland R   Fischer Urs Karl UK   Moszner Norbert N   Gescheidt Georg G   Stueger Harald H   Haas Michael M  

Chemistry (Weinheim an der Bergstrasse, Germany) 20180529 33


The first tetraacylstannanes Sn[(CO)R]<sub>4</sub> (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 orga  ...[more]

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