期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 79, 期 22, 页码 10908-10915出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo501913z
关键词
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资金
- Swiss National Science Foundation [200021-150179]
- Swiss National Science Foundation (SNF) [200021_150179] Funding Source: Swiss National Science Foundation (SNF)
Workup in organic synthesis can be very time-consuming, particularly when using reagents with both a solubility similar to that of the desired products and a tendency not to crystallize. In this respect, reactions involving organic bases would strongly benefit from a tremendously simplified separation process. Therefore, we synthesized a derivative of the superbasic proton sponge 1,8-bis(dimethylamino)naphthalene (DMAN) and covalently linked it to the strongest currently available nanomagnets based on carbon-coated cobalt metal nanoparticles. The immobilized magnetic superbase reagent was tested in Knoevenagel- and ClaisenSchmidt-type condensations and showed conversions of up to 99%. High yields of up to 97% isolated product could be obtained by simple recrystallization without using column chromatography. Recycling the catalyst was simple and fast with an insignificant decrease in catalytic activity.
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