Face-selective adsorption of a prochiral compound on the chiral pore-surface of a metal–macrocycle framework (MMF) directed towards stereoselective reactions

2021 ◽  
Author(s):  
Shohei Tashiro ◽  
Tsutomu Umeki ◽  
Ryou Kubota ◽  
Mitsuhiko Shionoya
Keyword(s):  
Selective Adsorption ◽  
Porous Metal ◽  
Chiral Auxiliary ◽  
Pore Surface ◽  
Stereoselective Reactions

The chiral pore-surface of a porous metal–macrocycle framework face-selectively adsorbs a prochiral molecule with the aid of a supramolecular chiral auxiliary.

scholarly journals Crystal Engineering and Applications of Functional Metal-Organic Frameworks

2014 ◽  
Vol 70 (a1) ◽  
pp. C16-C16
Author(s):  
Xiao-Ming Chen
Keyword(s):  
Crystal Engineering ◽  
Solid Phase ◽  
Selective Adsorption ◽  
Metal Organic Frameworks ◽  
Porous Metal ◽  
High Porosity ◽  
Pore Surface ◽  
Practical Applications ◽  
Metal Organic ◽  
Gas Molecules

As a new kind of molecular materials composed of metal ions (or clusters) and organic bridging ligands that are interconnected by coordination bonds, porous metal-organic frameworks (MOFs) have many useful characteristics, such as high crystallinity, high porosity, structural diversity, designable frameworks, framework flexibility, as well as unique and modifiable organic pore surface. Therefore, they exhibit very promising potential applications in molecular adsorption/separation, catalysis, and sensors, etc. For example, they can be used for selective adsorption and separation of different gas molecules, such as CO2 and N2, capture of CO2 [2], sensing of small organic molecules and gas molecules, such as O2 and CO2, as well as catalysts and devices for solid-phase microextraction. In this presentation, the design and synthesis, unique pore surface, interesting functionalities will be presented by selected examples, in particular those of metal-azolate frameworks (MAFs) and a few devices useful for practical applications, from our group [1-3]. This work was supported by MoST (973 project) and NSFC.

ChemInform Abstract: Synthesis and Stereoselective Reactions of α,β-Unsaturated Acyl Ligands Bound to the Chiral Auxiliary ((η5-C5H5)Fe(CO)(PPh3)): A Review

ChemInform ◽  
1988 ◽  
Vol 19 (1) ◽  
Author(s):  
S. G. DAVIES ◽  
I. M. DORDOR-HEDGECOCK ◽  
R. J. C. EASTON ◽  
S. C. PRESTON ◽  
K. H. SUTTON ◽  
...  
Keyword(s):  
Chiral Auxiliary ◽  
Unsaturated Acyl ◽  
Stereoselective Reactions

scholarly journals DFT Study of Stereoselective Ketene-imine Cycloadditions, Evaluation of Possible Solvent Effects with IEF-PCM

2018 ◽  
Vol 62 (4) ◽  
Author(s):  
Balázs Komjáti ◽  
Bianka Szokol ◽  
Benjámin Kováts ◽  
Péter Kegye ◽  
József Nagy
Keyword(s):  
Experimental Data ◽  
Solvent Effects ◽  
Substituent Effects ◽  
Chiral Auxiliary ◽  
Electrostatic Repulsion ◽  
Chiral Auxiliaries ◽  
Reaction Parameters ◽  
Reaction Proceeds ◽  
Stereoselective Reactions ◽  
Main Factor

The formal [2+2] cycloaddition of ketenes and imines, also known as Staudinger synthesis, is a facile method for the synthesis of biologically important β-lactam derivatives. In this paper two previously reported stereoselective reactions were investigated with computational methods. Our computations support experimental data that a chiral imine, derived from d-glyceraldehyde reacting with ketenes, yields almost exclusively one out of the possible four diastereomers. The reaction proceeds stepwise, first addition of the imine to the ketene yields an intermediate, then the product is formed in a conrotatory electrocyclization. Results indicate that the electrostatic repulsion of the chiral auxiliary group is the main factor of the stereoselectivity, but solvent and substituent effects are not negligible. Calculations were performed at M06-2X/6-31+G** level of theory combined with IEF-PCM solvation, in common solvents such as toluene, THF, dichloromethane, acetonitrile and water. These results provide useful insight for the development of new chiral auxiliaries and optimizing reaction parameters.

Flexible 3D porous metal-organic framework exhibiting selective adsorption for H2O over organic solvents

2012 ◽  
Vol 55 (3) ◽  
pp. 341-346 ◽  
Author(s):  
Bo Liu ◽  
Chen Ren ◽  
YaoYu Wang ◽  
Lei Hou ◽  
RuiTing Liu ◽  
...  
Keyword(s):  
Organic Solvents ◽  
Selective Adsorption ◽  
Metal Organic Framework ◽  
Porous Metal ◽  
Metal Organic ◽  
Organic Framework

Fluorescent sensing and selective adsorption properties of metal–organic frameworks with mixed tricarboxylate and 1H-imidazol-4-yl-containing ligands

2017 ◽  
Vol 46 (28) ◽  
pp. 9022-9029 ◽  
Author(s):  
Zhi-Qiang Liu ◽  
Yue Zhao ◽  
Peng Wang ◽  
Yan-Shang Kang ◽  
Mohammad Azam ◽  
...  
Keyword(s):  
Selective Adsorption ◽  
Metal Organic Frameworks ◽  
Porous Metal ◽  
Adsorption Properties ◽  
Fluorescent Sensing ◽  
Metal Organic

Herein, two porous metal–organic frameworks have been synthesized and their magnetic, fluorescent sensing, and selective adsorption properties have been investigated.

3D Porous Metal−Organic Framework Exhibiting Selective Adsorption of Water over Organic Solvents

2007 ◽  
Vol 46 (15) ◽  
pp. 5835-5837 ◽  
Author(s):  
Jin-Zhong Gu ◽  
Wen-Guan Lu ◽  
Long Jiang ◽  
Hong-Cai Zhou ◽  
Tong-Bu Lu
Keyword(s):  
Organic Solvents ◽  
Selective Adsorption ◽  
Metal Organic Framework ◽  
Porous Metal ◽  
Adsorption Of Water ◽  
Metal Organic ◽  
Organic Framework

A microporous MOF with a polar pore surface exhibiting excellent selective adsorption of CO2 from CO2–N2 and CO2–CH4 gas mixtures with high CO2 loading

2017 ◽  
Vol 46 (44) ◽  
pp. 15280-15286 ◽  
Author(s):  
Arun Pal ◽  
Santanu Chand ◽  
Syed Meheboob Elahi ◽  
Madhab C. Das
Keyword(s):  
Flue Gas ◽  
Selective Adsorption ◽  
Landfill Gas ◽  
Gas Mixtures ◽  
Gas Mixture ◽  
Pore Surface ◽  
High Co2 ◽  
Selective Sorption ◽  
Adsorption Of Co2

A microporous MOF (IITKGP-5) with polar pore surface exhibits highly selective sorption of CO2 from flue gas as well as landfill gas mixture with IAST selectivity for 435.5 and 151.6 at 273 K/100 kPa respectively.

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