Lesson plan
Siloxide
Siloxides are chemical compounds with the formula R 3 SiOM, where R is usually an organic group and M is usually a metal cation. Also called silanolates, they are derived by deprotonation of silanols. They also arise by the degradation of siloxanes by base: :R 3 SiOSiR 3 + 2 NaOH → 2 R 3 SiONa + H 2 O Cleavage of cyclic siloxanes affords siloxides: :(Me 2 SiO) 3 + MeLi → Me 3 SiOSiMe 2 OSiMe 2 OLi These anions function as ligands for metal ions, forming complexes similar to metal alkoxides. Sodium trimethylsiloxide is useful for generating metal complexes by salt metathesis reactions. A very bulky siloxide is tert-butyl 3 SiO − , sometimes called silox. Siloxides are weaker net donors than alkoxides because p π -d donation has to compete with backbonding from the oxygen atom into the low-lying Si-C σ * orbitals.
Article summary
Siloxides are chemical compounds with the formula R 3 SiOM, where R is usually an organic group and M is usually a metal cation. Also called silanolates, they are derived by deprotonation of silanols. They also arise by the degradation of siloxanes by base: :R 3 SiOSiR 3 + 2 NaOH → 2 R 3 SiONa + H 2 O Cleavage of cyclic siloxanes affords siloxides: :(Me 2 SiO) 3 + MeLi → Me 3 SiOSiMe 2 OSiMe 2 OLi These anions function as ligands for metal ions, forming complexes similar to metal alkoxides. Sodium trimethylsiloxide is useful for generating metal complexes by salt metathesis reactions. A very bulky siloxide is tert-butyl 3 SiO − , sometimes called silox. Siloxides are weaker net donors than alkoxides because p π -d donation has to compete with backbonding from the oxygen atom into the low-lying Si-C σ * orbitals.
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Discussion questions
- Summarise the article in your own words. Which single claim would you verify first, and why?
- Which claim in this article is most likely to be revised as the sources update? How would you check its current status?
- If two sources disagreed about one of these facts, what would you need in order to trust one over the other?
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