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Chiral Proline-Decorated Bifunctional Pd@NH2-UiO-66 Catalysts for Efficient Sequential Suzuki Coupling/Asymmetric Aldol Reactions.
Inorganic Chemistry ( IF 4.3 ) Pub Date : 2020-05-28 , DOI: 10.1021/acs.inorgchem.0c00065 Lin Cheng 1 , Kaiyuan Zhao 1 , Qingsong Zhang 1 , Yiming Li 1 , Qingchao Zhai 1 , Jinxi Chen 1 , Yongbing Lou 1
Inorganic Chemistry ( IF 4.3 ) Pub Date : 2020-05-28 , DOI: 10.1021/acs.inorgchem.0c00065 Lin Cheng 1 , Kaiyuan Zhao 1 , Qingsong Zhang 1 , Yiming Li 1 , Qingchao Zhai 1 , Jinxi Chen 1 , Yongbing Lou 1
Affiliation
The design and development of site-isolating and multifunctional catalysts for multistep sequential reactions at the molecular level is a significant challenge. Herein, we first report bifunctional metal NPs@chiral MOFs catalysts for asymmetric sequential reactions. Pd nanoparticles and chiral proline were successfully added to NH2-UiO-66 to construct two chiral bifunctional catalysts, in which active Pd nanoparticles were encapsulated into the frameworks via the “bottle-around-ship” method, and chiral proline was introduced into NH2-UiO-66 by coordination to zirconium nodes and postsynthetic modification (PSM) of the organic linkers. The chiral proline-decorated bifunctional Pd@NH2-UiO-66 catalysts were applied to sequential Suzuki coupling/asymmetric aldol reactions with excellent coupling performance (yields up to 99.9%) and good enantioselectivities (eeanti values up to 97%). The heterogeneous catalyst by coordination of proline can be reused, and the reaction activity was not significantly reduced after four cycles.
中文翻译:
手性脯氨酸修饰的双功能Pd @ NH2-UiO-66高效顺序铃木偶联/不对称羟醛反应的催化剂。
在分子水平上进行多步顺序反应的位点分离和多功能催化剂的设计和开发是一项重大挑战。在此,我们首先报道了用于不对称顺序反应的双功能金属NPs @手性MOFs催化剂。将Pd纳米粒子和手性脯氨酸成功地添加到NH 2 -UiO-66中,构建了两种手性双功能催化剂,其中活性Pd纳米粒子通过“瓶绕船”法封装在骨架中,并且将手性脯氨酸引入到NH中。2 -UiO-66通过与锆原子的配位和有机连接基的后合成修饰(PSM)来实现。手性脯氨酸修饰的双官能Pd @ NH 2-UiO-66催化剂被用于顺序Suzuki偶联/不对称醛醇缩合反应,具有出色的偶联性能(产率高达99.9%)和良好的对映选择性(ee抗值高达97%)。脯氨酸配位的多相催化剂可以重复使用,四个循环后反应活性没有明显降低。
更新日期:2020-05-28
中文翻译:
手性脯氨酸修饰的双功能Pd @ NH2-UiO-66高效顺序铃木偶联/不对称羟醛反应的催化剂。
在分子水平上进行多步顺序反应的位点分离和多功能催化剂的设计和开发是一项重大挑战。在此,我们首先报道了用于不对称顺序反应的双功能金属NPs @手性MOFs催化剂。将Pd纳米粒子和手性脯氨酸成功地添加到NH 2 -UiO-66中,构建了两种手性双功能催化剂,其中活性Pd纳米粒子通过“瓶绕船”法封装在骨架中,并且将手性脯氨酸引入到NH中。2 -UiO-66通过与锆原子的配位和有机连接基的后合成修饰(PSM)来实现。手性脯氨酸修饰的双官能Pd @ NH 2-UiO-66催化剂被用于顺序Suzuki偶联/不对称醛醇缩合反应,具有出色的偶联性能(产率高达99.9%)和良好的对映选择性(ee抗值高达97%)。脯氨酸配位的多相催化剂可以重复使用,四个循环后反应活性没有明显降低。