Enantiospecificity in achiral zeolites for asymmetric catalysis

2020 ◽  
Vol 22 (34) ◽  
pp. 18757-18764
Author(s):  
Tianxiang Chen ◽  
Ching Kit Tommy Wun ◽  
Sarah J. Day ◽  
Chiu C. Tang ◽  
Tsz Woon Benedict Lo

We highlight the recent study in using chiral and achiral porous materials for the potential applications in asymmetric catalysis.

2020 ◽  
Author(s):  
X Han ◽  
C Yuan ◽  
B Hou ◽  
Lujia Liu ◽  
H Li ◽  
...  

Covalent organic frameworks (COFs) are constructed using reticular chemistry with the building blocks being connected via covalent bonds and have emerged as a new series of porous materials for multitudinous applications. Most COFs reported to date are achiral, and only a small fraction of COFs with chiral nature are reported. This review covers the recent advances in the field of chiral COFs (CCOFs), including their design principles and synthetic strategies, structural studies, and potential applications in asymmetric catalysis, enantioselective separation, and chiral recognition. Finally, we illustrate the remaining challenges and future opportunities in this field.


2020 ◽  
Author(s):  
X Han ◽  
C Yuan ◽  
B Hou ◽  
Lujia Liu ◽  
H Li ◽  
...  

Covalent organic frameworks (COFs) are constructed using reticular chemistry with the building blocks being connected via covalent bonds and have emerged as a new series of porous materials for multitudinous applications. Most COFs reported to date are achiral, and only a small fraction of COFs with chiral nature are reported. This review covers the recent advances in the field of chiral COFs (CCOFs), including their design principles and synthetic strategies, structural studies, and potential applications in asymmetric catalysis, enantioselective separation, and chiral recognition. Finally, we illustrate the remaining challenges and future opportunities in this field.


2018 ◽  
Author(s):  
Jingjing Yan ◽  
John MacDonald ◽  
Shawn Burdette

Utilizing a photolabile ligand as MOF strut can make a framework undergo full or partial decomposition upon irradiation. For the first time, a nitrophenylacetate derivative has been incorporated into MOF as a backbone linker via PLSE method. The photo-induced decarboxylation of the NPDAC-MOF represents a novel way of degrading a MOF, which provides an innovative approach to formulating photoresponsive porous materials with potential applications in molecular release and drug delivery. When photoactive linker is mixed with non-photolabile linker via partial PLSE, the MOF structure can be retained after irradiation, but with the introduction of multiple defects, offering a new method to create vacancies in MOFs. Defect repair can be achieved by treatment with replacement ligands, the scope of which is an interesting area for developing customizable MOF contents.<br>


Author(s):  
Feijie Song ◽  
Teng Zhang ◽  
Cheng Wang ◽  
Wenbin Lin

Metal-organic frameworks (MOFs) are a class of organic–inorganic hybrid materials built from metal-connecting nodes and organic-bridging ligands. They have received much attention in recent years owing to the ability to tune their properties for potential applications in various areas. Properly designed MOFs with uniform, periodically aligned active sites have shown great promise in catalysing shape-, size-, chemo-, regio- and stereo-selective organic transformations. This study reports the synthesis and characterization of two chiral MOFs (CMOFs 1 and 2 ) that are constructed from Mn-salen-derived dicarboxylic acids [salen is ( R , R )- N , N ′-bis(5- tert -butylsalicylidene)-1,2-cyclohexanediamine], bis(4-vinylbenzoic acid)-salen manganese(III) chloride (H 2 L 4 ) or bis(benzoic acid)-salen manganese(III) chloride (H 2 L 3 ) and [Zn 4 (μ 4 -O)(O 2 CR) 6 ] or [Zn 5 (H 2 O) 2 (μ 3 -OH) 2 (O 2 CR) 8 ] secondary building units (SBUs), respectively. The SBUs in CMOF- 1 are connected by the linear ditopic Mn-salen-derived linkers to construct a fourfold interpenetrated isoreticular MOF (IRMOF) structure with pcu topology. In CMOF- 2 , the Mn-salen centres dimerize in a cross-linking way to form a diamondoid structure with threefold interpenetration. CMOF- 1 was examined for highly regio- and stereo-selective tandem alkene epoxidation/epoxide ring-opening reactions by using the Mn-salen andZn 4 (μ 4 -O)(carboxylate) 6 active sites, respectively. Our work demonstrated the potential utility of chiral MOFs with multiple active sites in the efficient synthesis of complex molecules with excellent regio- and stereo-controls


2013 ◽  
Vol 2013 ◽  
pp. 1-29 ◽  
Author(s):  
Ángel Berenguer Murcia

This paper will introduce the reader to some of the “classical” and “new” families of ordered porous materials which have arisen throughout the past decades and/or years. From what is perhaps the best-known family of zeolites, which even now to this day is under constant research, to the exciting new family of hierarchical porous materials, the number of strategies, structures, porous textures, and potential applications grows with every passing day. We will attempt to put these new families into perspective from a synthetic and applied point of view in order to give the reader as broad a perspective as possible into these exciting materials.


Author(s):  
Estefania Fernandez-Bartolomé ◽  
Esther Resines-Urien ◽  
Maria Murillo-Vidal ◽  
Lucia Piñeiro-Lopez ◽  
Jose Sanchez Costa

Alternative porous materials beyond zeolites, such as metal-organic frameworks (MOF) or covalent organic frameworks (COF), have provided a variety of materials with potential applications ranging from sensing to catalysis. However,...


2016 ◽  
Vol 4 (43) ◽  
pp. 16756-16770 ◽  
Author(s):  
Haoquan Zheng ◽  
Feifei Gao ◽  
Valentin Valtchev

This review article gives insights into the recent developments in the synthesis, functionalization, and potential applications of nanosized inorganic porous materials.


2001 ◽  
Vol 711 ◽  
Author(s):  
Tewodros Asefa ◽  
Neil Coombs ◽  
Hiltrud Grondey ◽  
Mietek Jaroniec ◽  
Michal Kruk ◽  
...  

ABSTRACTIn recent years, the extraordinary properties of bio-inspired nanocomposites have stimulated great interest in the development of bottom-up synthetic approaches to organic-inorganic hybrid materials in which molecular scale control is exerted over the interface between the organic and inorganic moieties. These developments have led to advanced materials with novel properties and potential use in catalysis, sensing, separations and environmental remediation. Periodic mesoporous organosilica (PMO) materials are an entirely new class of nanocomposites with molecularly integrated organic/inorganic networks, high surface areas and pore volumes, and well ordered and uniform size pores and channels. We recently have extended the approach to include novel PMO materials incorporating chiral and heteroatom-containing organic functional groups inside the inorganic framework that may be useful in asymmetric catalysis, enantiomeric separations and heavy metal remediation.


2019 ◽  
Vol 6 (8) ◽  
pp. 1938-1951 ◽  
Author(s):  
Tingting Lu ◽  
Wenfu Yan ◽  
Ruren Xu

Pure polymorph-A of zeolite beta with chiral pore structure has potential applications in asymmetric catalysis and chiral separations.


2017 ◽  
Vol 8 (1) ◽  
Author(s):  
Sheng-Cai Zheng ◽  
San Wu ◽  
Qinghai Zhou ◽  
Lung Wa Chung ◽  
Liu Ye ◽  
...  

Abstract Axially chiral compounds are widespread in biologically active compounds and are useful chiral ligands or organocatalysts in asymmetric catalysis. It is well-known that styrenes are one of the most abundant and principal feedstocks and thus represent excellent prospective building blocks for chemical synthesis. Driven by the development of atroposelective synthesis of axially chiral styrene derivatives, we discovered herein the asymmetric organocatalytic approach via direct Michael addition reaction of substituted diones/ketone esters/malononitrile to alkynals. The axially chiral styrene compounds were produced with good chemical yields, enantioselectivities and almost complete E/Z-selectivities through a secondary amine-catalysed iminium activation strategy under mild conditions. Such structural motifs are important precursors for further transformations into biologically active compounds and synthetic useful intermediates and may have potential applications in asymmetric synthesis as olefin ligands or organocatalysts.


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