An Organotin Oxo-Carboxylate Cluster Functionalized by Triethoxysilyl Groups
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An Organotin Oxo-Carboxylate Cluster Functionalized by Triethoxysilyl Groups François O. Ribot, Delphine Minoux, Clément Sanchez Chimie de la Matière Condensée (UMR CNRS 7574) - Université Pierre et Marie Curie 75252 Paris, FRANCE ABSTRACT The organotin oxo-carboxylate cluster {BuSnO(O2CC6H4-4-NH2)}6 (1), which exhibits a hexagonal prismatic oxo-core, was synthesized from BuSnO(OH) and p-aminobenzoic acid. Its peripheral functionalization with triethoxysilyl moieties was achieved through the reaction with 3-isocyanatopropyltriethoxysilane (ICPTES) which preserves the oxo-carboxylate framework and yields {BuSnO[O2CC6H4-4-NHC(O)NH(CH2)3Si(OEt)3]}6 (2). Both compounds were characterized by multinuclear NMR (119Sn, 1H, 13C, 29Si). INTRODUCTION Hybrid materials combine organic and inorganic components on a length scale ranging from few angstroms to few tens of nanometers. Such intimate combination produces a very large organic/inorganic interface which can play a major role on the properties of these materials. To control such an interface is therefore of paramount importance to elaborate model systems which are necessary to understand the structure-properties relationship. The "nanobuilding block" approach to hybrid materials is based on the controlled assembling of well defined nano-scale objects, the structural features of which are retained throughout the process [1]. This route allows the design of systems in which the inorganic component is perfectly defined and generally well dispersed [2]. Metallic oxo-clusters [1], with sizes ranging from 5 to 25 Å, represents potential nanobuilding blocks as long as they exhibit enough chemical stability, i.e. towards hydrolysis, and possess peripheral functions or sites which can be used to assemble these discrete species into final materials. Yet, introducing onto the oxo-core the required assembling functions is not always possible in one-pot syntheses and postfunctionalization becomes an interesting alternative [3]. To study such an approach tin is a versatile element. Indeed, organotins offer a rich oxocluster chemistry [4]. Moreover, tin allows one to modulate the (post-)functionalization strategy, and, therefore, to vary to some extend the nature of the organic-inorganic interface from covalent (Sn-C) [5], to iono-covalent (i.e. SnO2CR) [4,6], or even purely electrostatic (i.e. {(BuSn)12O14(OH)6}2+••••A–) [7]. This paper reports on the synthesis of an organotin oxo-carboxylate hexamer, bearing six amino groups on its periphery, and on its post-functionalization with triethoxysilyl moieties, amenable to sol-gel process, through the reaction with 3-isocyanatopropyltriethoxysilane. The starting cluster and the functionalized one are both characterized by multinuclear NMR.
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EXPERIMENTAL DETAILS Synthesis Butyltin hydroxide oxide,
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