Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 11, Pages 4379-4391Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo101974u
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- NIH
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An environmentally benign surfactant (TPGS-750-M), a diester composed of racemic alpha-tocopherol, MPEG-750, and succinic acid, has been designed and readily prepared as an effective nanomicelle-forming species for general use in metal-catalyzed cross-coupling reactions in water. Several name reactions, including Heck, Suzuki-Miyaura, Sonogashira, and Negishi-like couplings, have been studied using this technology, as have aminations, C-H activations, and olefin metathesis reactions Physical data in the form of DLS and cryo-TEM measurements suggest that particle size and shape are key elements in achieving high levels of conversion and, hence, good isolated yields of products. This new amphiphile will soon be commercially available.
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