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A water soluble tin hydride reagent

✍ Scribed by James Light; Ronald Breslow


Book ID
104222230
Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
142 KB
Volume
31
Category
Article
ISSN
0040-4039

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✦ Synopsis


A water soluble tin hydride has been synthesized carrying three methoxyethoxypropyl groups. It reduces various alkyl halides in water, or in organic solvents.

Tin hydride radical chemistry is widely used,1 but the solubility of tri-n-butyl tin hydride limits it to organic solvents. In order to perform tin radical chemistry in water, we designed and synthesized tin hydride 5. This is sufficiently soluble in water (ca. 30 mM at r.t., more on warming) to reduce alkyl halides under free radical conditions. It is also nonvolatile and odorless.


πŸ“œ SIMILAR VOLUMES


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We demonstrate here that a new pyrene-supported tin hydride can be used in radical chemistry. Final products were easily purified by adsorption of the PAH-supported tin side product with activated carbon.

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