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P-手性铱-MaxPHOX:迈向非螯合烯烃不对称氢化的优势催化剂的一步。

P-Stereogenic Ir-MaxPHOX: A Step toward Privileged Catalysts for Asymmetric Hydrogenation of Nonchelating Olefins.

作者信息

Biosca Maria, de la Cruz-Sánchez Pol, Faiges Jorge, Margalef Jèssica, Salomó Ernest, Riera Antoni, Verdaguer Xavier, Ferré Joan, Maseras Feliu, Besora Maria, Pàmies Oscar, Diéguez Montserrat

机构信息

Departament de Química Física i Inorgànica, Universitat Rovira i Virgili, C/Marcel·lí Domingo, 1, 43007 Tarragona, Spain.

Institute for Research in Biomedicine (IRB Barcelona), The Barcelona Institute of Science and Technology (BIST), C/Baldiri Reixac, 10, 08028 Barcelona, Spain.

出版信息

ACS Catal. 2023 Feb 14;13(5):3020-3035. doi: 10.1021/acscatal.2c05579. eCollection 2023 Mar 3.

DOI:10.1021/acscatal.2c05579
PMID:36910869
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9990153/
Abstract

The Ir-MaxPHOX-type catalysts demonstrated high catalytic performance in the hydrogenation of a wide range of nonchelating olefins with different geometries, substitution patterns, and degrees of functionalization. These air-stable and readily available catalysts have been successfully applied in the asymmetric hydrogenation of di-, tri-, and tetrasubstituted olefins (ee's up to 99%). The combination of theoretical calculations and deuterium labeling experiments led to the uncovering of the factors responsible for the enantioselectivity observed in the reaction, allowing the rationalization of the most suitable substrates for these Ir-catalysts.

摘要

Ir-MaxPHOX型催化剂在多种具有不同几何结构、取代模式和官能化程度的非螯合烯烃的氢化反应中表现出高催化性能。这些空气稳定且易于获得的催化剂已成功应用于二取代、三取代和四取代烯烃的不对称氢化反应(对映体过量高达99%)。理论计算和氘标记实验的结合揭示了反应中对映选择性的影响因素,从而能够合理地确定这些铱催化剂最适合的底物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/560b/9990153/868a06746472/cs2c05579_0013.jpg
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