Octakis(3-azidopropyl)octasilsesquioxane: A Versatile Nanobuilding Block for the Efficient Preparation of Highly Functionalized Cube-Octameric Polyhedral Oligosilsesquioxane Frameworks Through Click Assembly

Trastoy Bello B, Perez-Ojeda Rodriguez ME, Sastre R, Chiara JL (2010)


Publication Language: English

Publication Status: Published

Publication Type: Journal article

Publication year: 2010

Journal

Publisher: WILEY-V C H VERLAG GMBH

Book Volume: 16

Pages Range: 3833-3841

Journal Issue: 12

DOI: 10.1002/chem.200902422

Abstract

A one-step synthesis of octakis(3-azidopropyl)octasilsesquioxane from commercially available octakis(3-aminopropyl)octasilsesquioxime has been developed through a highly efficient diazo-transfer reaction under very mild conditions Nonaflyl azide is shown to be a safer, cheaper. and more efficient reagent for this transformation than the better known and generally used diazo-transfer reagent triflyl azide. Octakis(3-azidopropypoyl)octasilses-quioxane is an excellent nanobuildmg block that can be readily octafunctionalized with a range of terminal alkynes by copper(I)-catalyzed 1,3-dipolar azide-alkyne cycloaddition to provide new functional nanocages, maintaining a perfect 3D cubic symmetry The mildness, simplicity, and efficiency of this approach have been demonstrated in the preparation of a glyco-polyhedral oligosilsesquioxane (POSS) conjugate and a BODIPY POSS cluster (BODIPY = boron dipyrromethene)

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How to cite

APA:

Trastoy Bello, B., Perez-Ojeda Rodriguez, M.E., Sastre, R., & Chiara, J.L. (2010). Octakis(3-azidopropyl)octasilsesquioxane: A Versatile Nanobuilding Block for the Efficient Preparation of Highly Functionalized Cube-Octameric Polyhedral Oligosilsesquioxane Frameworks Through Click Assembly. Chemistry - A European Journal, 16(12), 3833-3841. https://dx.doi.org/10.1002/chem.200902422

MLA:

Trastoy Bello, Beatriz, et al. "Octakis(3-azidopropyl)octasilsesquioxane: A Versatile Nanobuilding Block for the Efficient Preparation of Highly Functionalized Cube-Octameric Polyhedral Oligosilsesquioxane Frameworks Through Click Assembly." Chemistry - A European Journal 16.12 (2010): 3833-3841.

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