A Si(100) surface featuring molecular recognition properties was obtained by covalent functionalization with a tetraphosphonate cavitand (Tiiii), able to complex positively charged species. Tiiii cavitand was grafted onto the Si by photochemical hydrosilylation together with 1-octene as a spatial spectator. The recognition properties of the Si-Tiiii surface were demonstrated through two independent analytical techniques, namely XPS and fluorescence spectroscopy, during the course of reversible complexationguest exchange-decomplexation cycles with specifically designed ammonium and pyridinium salts. Control experiments employing a Si(100) surface functionalized with a structurally similar, but complexation inactive, tetrathiophosphonate cavitand (TSiiii) demonstrated no recognition events. This provides evidence for the complexation properties of the Si-Tiiii surface, ruling out the possibility of nonspecific interactions between the substrate and the guests. The residual Si-O- terminations on the surface replace the guests’ original counterions, thus stabilizing the complex ion pairs. These results represent a further step toward the control of self-assembly of complex supramolecular architectures on surfaces.

E. Biavardi, M. Favazza, A. Motta, I. L. Fragalà, C. Massera, L. Prodi, et al. (2009). Molecular Recognition on a Cavitand-Functionalized Silicon Surface. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 131, 7447-7455 [10.1021/ja901678b].

Molecular Recognition on a Cavitand-Functionalized Silicon Surface

PRODI, LUCA;MONTALTI, MARCO;
2009

Abstract

A Si(100) surface featuring molecular recognition properties was obtained by covalent functionalization with a tetraphosphonate cavitand (Tiiii), able to complex positively charged species. Tiiii cavitand was grafted onto the Si by photochemical hydrosilylation together with 1-octene as a spatial spectator. The recognition properties of the Si-Tiiii surface were demonstrated through two independent analytical techniques, namely XPS and fluorescence spectroscopy, during the course of reversible complexationguest exchange-decomplexation cycles with specifically designed ammonium and pyridinium salts. Control experiments employing a Si(100) surface functionalized with a structurally similar, but complexation inactive, tetrathiophosphonate cavitand (TSiiii) demonstrated no recognition events. This provides evidence for the complexation properties of the Si-Tiiii surface, ruling out the possibility of nonspecific interactions between the substrate and the guests. The residual Si-O- terminations on the surface replace the guests’ original counterions, thus stabilizing the complex ion pairs. These results represent a further step toward the control of self-assembly of complex supramolecular architectures on surfaces.
2009
E. Biavardi, M. Favazza, A. Motta, I. L. Fragalà, C. Massera, L. Prodi, et al. (2009). Molecular Recognition on a Cavitand-Functionalized Silicon Surface. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 131, 7447-7455 [10.1021/ja901678b].
E. Biavardi; M. Favazza; A. Motta; I. L. Fragalà; C. Massera; L. Prodi; M. Montalti; M. Melegari; G. G. Condorelli; E. Dalcanale
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/79827
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