Selective Functionalization of Hollow Nanospheres with Acid and Base Groups for Cascade Reactions

Selective Functionalization of Hollow Nanospheres with Acid and Base Groups for Cascade Reactions
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DOI:
10.1002/chem.201500532
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发表时间:
2015-05-11
影响因子:
4.3
通讯作者:
Liu, Jian
Liu, Jian
中科院分区:
化学2区
文献类型:
--
作者:
Gao, Jinsuo;Zhang, Xueying;Liu, Jian

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空心二氧化硅球的内表面功能化很少被报道,仍然是一个具有挑战性的课题。本文报道了一种双官能化介孔二氧化硅空心纳米球催化的脱乙酰化-亨利级联反应,其内壳为碱性胺基(-NH2),外壳为羧基(-COOH)。通过“步进接枝”和“阳离子表面活性剂辅助选择性蚀刻”策略的结合,实现了选择性功能化。与未分离的催化剂相比,选择性分离的酸碱性双催化剂在脱乙醛-亨利级联反应中具有良好的催化活性(>99%)和选择性(95%)。
The inner-surface functionalization of hollow silica spheres has rarely been reported and is still a challenging topic. Herein, we report a deacetalization-Henry cascade reaction catalyzed by dual-functionalized mesoporous silica hollow nanospheres with basic amine groups (-NH2) on the internal shell and carboxylic acid groups (-COOH) on the external shell. The selective functionalization has been realized by a combination of "step-by-step post-grafting" and "cationic surfactant-assisted selective etching" strategy. Compared to unisolated catalyst, the selectively isolated acidic and basic dual catalyst provides excellent catalytic performance for the deacetalization-Henry cascade reaction in terms of both activity (>99%) and selectivity (95 %).