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http://hdl.handle.net/10773/20183
Title: | A mechanistic study of the synthesis, single crystal X-ray data and anticarcinogenic potential of bis(2-pyridyl)selenides and -diselenides |
Author: | Dhau, Jaspreet S. Singh, Avtar Singh, Amritpal Sharma, Neha Brandao, Paula Felix, Vitor Singh, Baljinder Sharma, Vishal |
Keywords: | ONE-FLASK SYNTHESIS PYRIDYLSELENIUM COMPOUNDS MOLECULAR PRECURSORS THIN-FILMS DERIVATIVES SELENIUM NANOCRYSTALS LITHIATION PYRIDYL DIALKYL |
Issue Date: | 2015 |
Publisher: | ROYAL SOC CHEMISTRY |
Abstract: | The reaction of bis(organyl)diselenide with a reducing agent, such as LiAlH4, NaBH4, Li(C2H5)(3)BH, etc., generally leads to cleavage of the Se-Se bond resulting in the formation of the corresponding organylselenols/selenolates. However, this work for the first time demonstrates the scisson of the C-(pyridine)-Se bond in bis(2-pyridyl)diselenides with LiAlH4. The reaction affords analytically pure bis(2-pyridyl)selenides in near quantitative yields. The reaction pathway involves the formation of a selenated aluminato complex followed by the scission of the C-(pyridine)-Se bond and generation of LiAlSeH2. The generation of LiAlSeH2 was established by experimental and NMR analysis. The mechanism of the reaction has been supported by theoretical analysis. Single crystal X-ray structure determination of bis(3-methyl-2-pyridyl)selenide (2e) was performed and it shows that the molecules are self-assembled in a 2D-network of CH center dot center dot center dot N hydrogen bonds and pi center dot center dot center dot pi stacking interactions. The synthesized compounds were also evaluated against the Raji cancer cell line (acute lymphoid leukemia). |
Peer review: | yes |
URI: | http://hdl.handle.net/10773/20183 |
DOI: | 10.1039/c5ra15577k |
ISSN: | 2046-2069 |
Publisher Version: | 10.1039/c5ra15577k |
Appears in Collections: | CICECO - Artigos |
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A mechanistic study of the synthesis single crystal X-ray data and anticarcinogenic potential of bis(2-pyridyl)selenides and -diselenides_10.1039c5ra15577k.pdf | 1.57 MB | Adobe PDF | View/Open |
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