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Issue 7, 2016
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Thioester-appended organosilatranes: synthetic investigations and application in the modification of magnetic silica surfaces

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Abstract

The present investigation discloses a series of new organosilicon derivatives (3a–k) tailored with substituted benzoic acid modules (1a–k) via thioesterification with 3-mercaptopropylsilatrane (MPS). Product formation was authenticated using elemental analyses and different spectroscopic methods comprising FT-IR, NMR [1H, 13C] and LC-MS (Q-TOF). Thereafter, complete structural elucidation of compounds 3c and 3f was achieved by the single crystal X-ray technique. Photo-electronic inspection of all compounds by UV-Vis spectroscopy revealed their sensitivity towards substitution patterns. In addition, this is the first time that the potential of a silatranyl moiety has been tested for the modification of a silica surface pre-decorated with a magnetite core. The synthesis was achieved through a facile methodology involving chemical bonding at each stage, which proceeded without any external surfactant or template. The course of the reaction was followed by FT-IR, UV-Vis, XRD, TEM, FESEM, EDX and TGA techniques. Furthermore, the hybrid nanomaterial possessed significant sensorial ability toward copper ions, which makes the present protocol favourable for the construction of a new class of chelating ligands with an in-built multifunctional nanodevice.

Graphical abstract: Thioester-appended organosilatranes: synthetic investigations and application in the modification of magnetic silica surfaces

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Supplementary files

Article information


Submitted
03 Jan 2016
Accepted
02 May 2016
First published
03 May 2016

New J. Chem., 2016,40, 6200-6213
Article type
Paper

Thioester-appended organosilatranes: synthetic investigations and application in the modification of magnetic silica surfaces

G. Singh, S. Rani, A. Arora, D. Aulakh and M. Wriedt, New J. Chem., 2016, 40, 6200 DOI: 10.1039/C6NJ00011H

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