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Synthesis and hydrolysis-condensation study of water-soluble self-assembled pentacoordinate polysilylamides

Sohail, Muhammad; Bassindale, Alan R.; Taylor, Peter G.; Korlyukov, Alexander A.; Arkhipov, Dmitry E.; Male, Louise; Coles, Simon J. and Hursthouse, Michael B. (2013). Synthesis and hydrolysis-condensation study of water-soluble self-assembled pentacoordinate polysilylamides. Organometallics, 32(6) pp. 1721–1731.

DOI (Digital Object Identifier) Link: https://doi.org/10.1021/om301137b
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Abstract

Polysilylamides (n = 1-8) with a Si-Cl functionality containing pentacoordinate silicon in the backbone were produced in high yield by transsilylation of bis(chloromethyOmethylchlorosilane and the trimethylsilyl derivative of diketopiperazine. Pentaco ordinate polysilylamides were highly soluble in water as a result of silicon water coordination (Si ← OH2) from hydrolysis of the Si-Cl group in each repeat unit. Interestingly, the water silicon coordination in polysilanolamides was stable toward self-condensation and found to contain pentacoordinate silicon even in water, thus avoiding siloxane (Si-O-Si) bond formation. In the gas phase the polysilanolamides underwent intramolecular stepwise hydrolysis condensation possibly as a result of C=C double-bond formation at each monomer unit, as observed by MALDI-TOF MS. Low-intensity peaks of macrocyclic polysilanolamides (n = 2-5) were also observed that contain water molecules. For a better understanding of the hydrolysis condensation process of the polysilylamide, new model compounds of pentacoordinated silicon derivatives of pyridones were synthesized, characterized, and compared with the polysilanolamides using NMR and X-ray crystallography. X-ray analysis of the model compounds revealed insight into the silicon water coordination in each repeat unit and the mode of packing within the polymers that contain these monomer units. It is found that the partial hydrolysis of the model pentacoordinate chlorosilanes gives water-coordinated pentacoordinate silicon species that resemble an intermediate in the aqueous hydrolysis of pentacoordinate polysilylamides.

Item Type: Journal Item
Copyright Holders: 2013 American Chemical Society
ISSN: 1520-6041
Academic Unit/School: Other Departments > Vice-Chancellor's Office
Other Departments
Faculty of Science, Technology, Engineering and Mathematics (STEM) > Life, Health and Chemical Sciences
Faculty of Science, Technology, Engineering and Mathematics (STEM)
Item ID: 37662
Depositing User: Peter Taylor
Date Deposited: 28 May 2013 09:11
Last Modified: 07 Dec 2018 10:16
URI: http://oro.open.ac.uk/id/eprint/37662
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