58287-18-6Relevant articles and documents
The application of novel boron complexes in asymmetric transfer hydrogenation of aromatic ketones
Temel, Hamdi,Pa?a, Salih,Aydemir, Murat
, p. 1058 - 1064 (2015)
Asymmetric transfer hydrogenation using iso-PrOH as a hydrogen source offers an attractive route for reducing simple unsymmetrical functionalized ketones to chiral alcohols. The combined use of organometallic and coordination chemistry has produced a numb
Emergence of Homochiral Benzene-1,3,5-tricarboxamide Helical Assemblies and Catalysts upon Addition of an Achiral Monomer
Bouteiller, Laurent,Hammoud, Ahmad,Li, Yan,Raynal, Matthieu
, p. 5676 - 5688 (2020)
Chirality amplification refers to the ability of a small chiral bias to fully control the main chain helicity of polymers and assemblies. Further implementation of functional chirally amplified helices as switchable asymmetric catalysts, chiral sensors, a
Amino Acid-Functionalized Metal-Organic Frameworks for Asymmetric Base–Metal Catalysis
Newar, Rajashree,Akhtar, Naved,Antil, Neha,Kumar, Ajay,Shukla, Sakshi,Begum, Wahida,Manna, Kuntal
, p. 10964 - 10970 (2021/03/29)
We report a strategy to develop heterogeneous single-site enantioselective catalysts based on naturally occurring amino acids and earth-abundant metals for eco-friendly asymmetric catalysis. The grafting of amino acids within the pores of a metal-organic framework (MOF), followed by post-synthetic metalation with iron precursor, affords highly active and enantioselective (>99 % ee for 10 examples) catalysts for hydrosilylation and hydroboration of carbonyl compounds. Impressively, the MOF-Fe catalyst displayed high turnover numbers of up to 10 000 and was recycled and reused more than 15 times without diminishing the enantioselectivity. MOF-Fe displayed much higher activity and enantioselectivity than its homogeneous control catalyst, likely due to the formation of robust single-site catalyst in the MOF through site-isolation.
Phase Separation-Promoted Redox Deracemization of Secondary Alcohols over a Supported Dual Catalysts System
Zhao, Zhitong,Wang, Chengyi,Chen, Qipeng,Wang, Yu,Xiao, Rui,Tan, Chunxia,Liu, Guohua
, p. 4055 - 4063 (2021/08/12)
Unification of oxidation and reduction in a one-pot deracemization process has great significance in the preparation of enantioenriched organic molecules. However, the intrinsic mutual deactivation of oxidative and reductive catalysts and the extrinsic incompatible reaction conditions are unavoidable challenges in a single operation. To address these two issues, we develop a supported dual catalysts system to overcome these conflicts from incompatibility to compatibility, resulting in an efficient one-pot redox deracemization of secondary alcohols. During this transformation, the TEMPO species onto the outer surface of silica nanoparticles catalyze the oxidation of racemic alcohols to ketones, and the chiral Rh/diamine species in the nanochannels of the thermoresponsive polymer-coated hollow-shell mesoporous silica enable the asymmetric transfer hydrogenation (ATH) of ketones to chiral alcohols. To demonstrate the general feasibility, a series of orthogonal oxidation/ATH cascade reactions are compared to prove the compatible benefits in the elimination of their deactivations and the balance of the cascade directionality. As presented in this study, this redox deracemization process provides various chiral alcohols with enhanced yields and enantioselectivities relative to those from unsupported dual catalysts systems. Furthermore, the dual catalysts can be recycled continuously, making them an attractive feature in the application.
