Abstract
High boron content systems were prepared by the peripheral functionalisation of 1,3,5-triphenylbenzene (TPB) and octavinylsilsesquioxane (OVS) with two different anionic boron clusters: closo-dodecaborate (B12) and cobaltabisdicarbollide (COSAN). TPB was successfully decorated with three cluster units by an oxonium ring-opening reaction, while OVS was bonded to eight clusters by catalysed metathesis cross-coupling. The resulting compounds were spectroscopically characterised, and their solution-state photophysical properties analysed. For TPB, the presence of COSAN dramatically quenches the fluorescence emission (λem = 369 nm; ΦF = 0.8%), while B12-substituted TPB shows an appreciable emission efficiency (λem = 394 nm; ΦF = 12.8%). For octasilsesquioxanes, the presence of either COSAN or B12 seems to be responsible for ∼80 nm bathochromic shift with respect to the core emission, but both cases show low emission fluorescence (ΦF = 1.4–1.8%). In addition, a remarkable improvement of the thermal stability of OVS was observed after its functionalisation with these boron clusters.
Highlights
Over the last ten years, a great effort from the scientific community has been done to develop luminescent boron cluster-based materials
We recently reported the first example of octasilsesquioxane cubes bearing COSAN and FESAN clusters [43], there are no examples in the literature of octasilsesquioxane structures functionalised with [B12 H12 ]2
To study the influence of thermal behaviour when these two families of compounds are combined, we reported the thermal stability of the T8-COSAN
Summary
Over the last ten years, a great effort from the scientific community has been done to develop luminescent boron cluster-based materials. Among the boron cluster families, the most extensively studied are those of the carborane class. They have a highly polarisable σ-aromatic character and interact electronically with π-conjugated systems [5,6]. Owing to the properties above of carboranes, they have been used as exceptional building blocks for developing a large variety of fluorescent carborane-containing molecules, in which the cluster is usually linked to a fluorescent π-conjugated organic system, either directly by the Cc [18,19,20,21,22,23,24,25,26,27,28,29,30] or through one spacer [7,8,9,31,32,33,34,35,36,37,38,39]
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