Reversible Aminal Formation: Controlling the Evaporation of Bioactive Volatiles by Dynamic Combinatorial/Covalent Chemistry
作者:Barbara Buchs née Levrand、Guillaume Godin、Alain Trachsel、Jean-Yves de Saint Laumer、Jean-Marie Lehn、Andreas Herrmann
DOI:10.1002/ejoc.201001433
日期:2011.2
aqueous solutions. Kinetic rate constants and equilibrium constants for the formation and hydrolysis of aminals were determined. The performance of dynamic mixtures as delivery systems for perfumery ingredients was tested after deposition onto cotton, and the long-lastingness of fragrance evaporation was investigated by dynamic headspace analysis against a reference sample. The simplicity of the concept
由可逆胺形成产生的动态混合物有效地延长了生物活性挥发性醛的蒸发持续时间。用于生成动态混合物的仲二胺是通过用羰基化合物处理伯二胺并用 NaBH 4 还原二亚胺来获得的。通过在缓冲水溶液中的核磁共振测量证明了反应的可逆性。测定了缩醛胺形成和水解的动力学速率常数和平衡常数。在沉积到棉花上后,测试了动态混合物作为香料成分传递系统的性能,并通过动态顶空分析针对参考样品研究了香味蒸发的持久性。概念的简单性及其出色的性能使该递送系统对应用香水非常感兴趣。可逆的氨基形成也可能成功地应用于动态组合/共价化学,以筛选药物或催化活性配体和受体。