"Nok": a phytosterol-based amphiphile enabling transition-metal-catalyzed couplings in water at room temperature.

"Nok": a phytosterol-based amphiphile enabling transition-metal-catalyzed couplings in water at room temperature.
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DOI:
10.1021/jo401744b
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发表时间:
2014-02-07
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Lipshutz BH
Lipshutz BH
中科院分区:
其他
文献类型:
--
作者:
Klumphu P;Lipshutz BH

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第三代设计师两亲物/表面活性剂“Nok”(即,SPGS-550-M即将从Aldrich商购获得的β-谷甾醇聚氧乙基琥珀酸酯)可以使用丰富的植物原料β-谷甾醇以及琥珀酸酐和PEG-550-M分两步制备。在水中溶解后,它形成纳米胶束,充当纳米反应器,其可以通过低温TEM和动态光散射分析来表征。已经在胶束条件下进行了几种过渡金属催化的反应,以相对于在由TPGS-750-M(即,第二代表面活性剂)。它表明,诺克通常提供的产量,一般来说,一样好或更好的那些通常获得的TPGS-750-M,但成本低得多。
The third generation designer amphiphile/surfactant, “Nok” (i.e., SPGS-550-M; β-sitosteryl polyoxoethanylsuccinate), soon to be commercially available from Aldrich, can be prepared in two steps using an abundant plant feedstock, β-sitosterol, together with succinic anhydride and PEG-550-M. Upon dissolution in water it forms nanomicelles that serve as nanoreactors, which can be characterized by both cryo-TEM and dynamic light scattering analyses. Several transition metal-catalyzed reactions have been run under micellar conditions to evaluate this surfactant relative to results obtained in nanoparticles composed of TPGS-750-M (i.e., a second generation surfactant). It is shown that Nok usually affords yields that are, in general, as good or better than those typically obtained with TPGS-750-M, and yet is far less costly.
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