Vancomycin-Iridium (III) Interaction: An Unexplored Route for Enantioselective Imine Reduction

被引：7

作者：

Facchetti, Giorgio ^{[1
]}

Pellegrino, Sara ^{[1
]}

Bucci, Raffaella ^{[1
]}

Nava, Donatella ^{[1
]}

Gandolfi, Raffaella ^{[1
]}

Christodoulou, Michael S. ^{[1
]}

Rimoldi, Isabella ^{[1
]}

机构：

[1] Univ Milan, Dipartimento Sci Farmaceut, Via Venezian 21, I-20133 Milan, Italy

来源：

MOLECULES | 2019年 / 24卷 / 15期

关键词：

glycopeptides; hybrid catalyst; asymmetric hydrogen transfer; ASYMMETRIC TRANSFER HYDROGENATION; ARTIFICIAL METALLOENZYMES; ELECTRONIC-PROPERTIES; ARYL KETONES; COMPLEXES; CATALYSTS; LIGANDS; 8-AMINO-5,6,7,8-TETRAHYDROQUINOLINE; THERMODYNAMICS; COORDINATION;

D O I：

10.3390/molecules24152771

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The chiral structure of antibiotic vancomycin (Van) was exploited as an innovative coordination sphere for the preparation of an IrCp* based hybrid catalysts. We found that Van is able to coordinate iridium (Ir(III)) and the complexation was demonstrated by several analytical techniques such as MALDI-TOF, UV, Circular dichroism (CD), Raman IR, and NMR. The hybrid system so obtained was employed in the Asymmetric Transfer Hydrogenation (ATH) of cyclic imines allowing to obtain a valuable 61% e.e. (R) in the asymmetric reduction of quinaldine 2. The catalytic system exhibited a saturation kinetics with a calculated efficiency of K-cat/K-M = 0.688 h(-1)mM(-1).

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页数：9

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