625077-43-2Relevant academic research and scientific papers
Highly Efficient Catalytic Route for the Synthesis of Functionalized Silsesquioxanes
Ka?mierczak, Joanna,Kuciński, Krzysztof,Hreczycho, Grzegorz
, p. 9337 - 9342 (2017)
Silsesquioxanes (POSS) have recently become the subject of growing interest in many branches of materials chemistry. Despite this great interest, no direct metal-catalyzed method to cap the corner of the POSS molecules has yet been proposed. In this report, we present a highly efficient method for the synthesis of functionalized silsesquioxanes mediated by scandium(III) triflate, which opens up the possibility of introducing a wide variety of functional groups into this class of organosilicon compounds under mild conditions with excellent yields. We also investigated the differences in the activity of the Lewis acid (Sc(OTf)3) and the hidden Br?nsted acid (TfOH) generated in situ from triflates as catalysts in the functionalization of silsesquioxanes. What is more, this solution provides an efficient corner-capping reaction and other functionalizations to obtain silsesquioxane derivatives which are often not possible to synthesize with good yields, efficiency, and chemoselectivity using conventional methods.
Self-assembly of amphiphilic POSS anchoring a short organic tail with uniform structure
Takeda, Misaki,Kuroiwa, Keita,Mitsuishi, Masaya,Matsui, Jun
, p. 1560 - 1562 (2015)
An amphiphilic polyhedral oligomeric silsesquioxane (POSS) with a uniform molecular weight was synthesized by anchoring short hydrophilic organic tail groups at a corner of the POSS. The amphiphiles self-assembled to form vesicles in water and nanosheets in organic solvents.
Synthesis of Functionalized Silsesquioxane Nanomaterials by Rhodium-Catalyzed Carbene Insertion into Si?H Bonds
Franz, Annaliese K.,Jagannathan, Jake R.,Targos, Karina
supporting information, (2021/11/27)
We report carbene insertion into Si?H bonds of polyhedral oligomeric silsesquioxanes (POSS) for the synthesis of highly functionalized siloxane nanomaterials. Dirhodium(II) carboxylates catalyze insertion of aryl-diazoacetates as carbene precursors to afford POSS structures containing both ester and aryl groups as orthogonal functional handles for further derivatization of POSS materials. Four diverse and structurally varied silsesquioxane core scaffolds with one, three, or eight Si?H bonds were evaluated with diazo reactants to produce a total of 20 new POSS compounds. Novel diazo compounds containing a fluorinated octyl group and boron-dipyrromethene (BODIPY) chromophore demonstrate the use of highly functionalized substrates. Transformations of aryl(ester)-functionalized POSS compounds derived from this method are demonstrated, including ester hydrolysis and Suzuki–Miyaura cross-coupling.
