Singh Nishant, Zhang Kai, Angulo-Pachón César A, Mendes Eduardo, van Esch Jan H, Escuder Beatriu
Departament de Química Inorgànica i Orgànica , Universitat Jaume I , E-12071 Castelló , Spain . Email:
Department of Chemical Engineering , Delft University of Technology , Julianalaan 136 , 2628 BL Delft , The Netherlands . Email:
Chem Sci. 2016 Aug 1;7(8):5568-5572. doi: 10.1039/c6sc01268j. Epub 2016 May 9.
By equipping mutually incompatible carboxylic acid and proline catalytic groups with different self-assembling motives we have achieved self-sorting of the resulting catalytic gelators, namely and , into different supramolecular fibers, thus preventing the acidic and basic catalytic groups from interfering with each other. The resulting spatial separation of the incompatible catalytic functions is found to be essential to achieve one-pot deacetalization-aldol tandem reactions with up to 85% efficiency and 90% enantioselectivity. On the contrary, when was co-assembled with a structurally similar catalytically active hydrogelator (), self-sorting was precluded and no tandem catalysis was observed.
通过为相互不兼容的羧酸和脯氨酸催化基团配备不同的自组装动机，我们实现了所得催化凝胶剂（即 和 ）的自分类，形成不同的超分子纤维，从而防止酸性和碱性催化基团相互干扰。结果发现，不相容催化功能的这种空间分离对于实现一锅法脱缩醛 - 羟醛串联反应至关重要，该反应效率高达85%，对映选择性达90%。相反，当 与结构相似的具有催化活性的水凝胶剂（ ）共组装时，自分类被阻止，未观察到串联催化作用。
