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四酰基锡烷作为长波长可见光光引发剂,具有令人瞩目的低毒性。

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

机构信息

Institute of Inorganic Chemistry, Technische Universität Graz, Stremayrgasse 9/IV, 8010, Graz, Austria.

Institute of Physical and Theoretical Chemistry, Technische Universität Graz, Stremayrgasse 9/IV, 8010, Graz, Austria.

出版信息

Chemistry. 2018 Jun 12;24(33):8281-8285. doi: 10.1002/chem.201801622. Epub 2018 May 29.

DOI:10.1002/chem.201801622
PMID:29709089
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6032833/
Abstract

The first tetraacylstannanes Sn[(CO)R] (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.

摘要

首次合成了一类高效的基于锡的光引发剂四酰基锡烷 Sn[(CO)R](R=2,4,6-三甲基苯基(1a)和 2,6-二甲基苯基(1b))。通过核磁共振波谱、质谱和 X 射线晶体学确认了这些衍生物的形成。与相应的锗化合物相比,1a、1b 的紫外/可见吸收光谱显示出最长波长吸收的明显红移。与有机锡衍生物的已知毒性相反,AMES 测试和细胞毒性研究显示出有趣的低毒性。通过光漂白(紫外/可见)和 NMR/CIDNP 研究以及光 DSC 研究证明了 1 作为光引发剂的优异性能。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/ed74b6bbbbcd/CHEM-24-8281-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/05f521795937/CHEM-24-8281-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/85884051c12a/CHEM-24-8281-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/5cd4a791139c/CHEM-24-8281-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/a4680e71e62f/CHEM-24-8281-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/3da61692a69e/CHEM-24-8281-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/f13f54688880/CHEM-24-8281-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/36978c5b38b8/CHEM-24-8281-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/38db988540df/CHEM-24-8281-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/df7e94fd9081/CHEM-24-8281-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/ed74b6bbbbcd/CHEM-24-8281-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/05f521795937/CHEM-24-8281-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/85884051c12a/CHEM-24-8281-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/5cd4a791139c/CHEM-24-8281-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/a4680e71e62f/CHEM-24-8281-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/3da61692a69e/CHEM-24-8281-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/f13f54688880/CHEM-24-8281-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/36978c5b38b8/CHEM-24-8281-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/38db988540df/CHEM-24-8281-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/df7e94fd9081/CHEM-24-8281-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b70c/6032833/ed74b6bbbbcd/CHEM-24-8281-g006.jpg

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Isolable Geminal Bisgermenolates: A New Synthon in Organometallic Chemistry.可分离的偕二锗醇盐:有机金属化学中的一种新合成子。
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