Synthesis, structures and properties of two new chiral rare earth-organic frameworks constructed by l/d-tartaric acid

Hu, Guohong; Zhang, Haitao; Miao, Hao; Wang, Jiahong; Xu, Yan

doi:10.1016/j.jssc.2015.05.025

Cited by 11 publications

(3 citation statements)

References 56 publications

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“…Also, each enantiomeric pair (M-Cu1/M-Cu2 or M-Cu3/M-Cu4) shows a CD profile as an exact mirror image . Moreover, the Cotton effect centered at 360 nm in M-Cu1, M-Cu2, M-Cu3, and M-Cu4 should belong to the chiral aa -SB base fragment, it not being surprising that the dichroic signals present opposite signs for each enantiomeric pair (positive in the case of M-Cu1 and M-Cu3 and negative for M-Cu2 and M-Cu4), as has also been reported for other enantiomeric coordination compounds using pure isomers like proline and tartaric acid . The absorption at 660 nm centered on the Cu(II) metal cation presents a negative Cotton effect in M-Cu1/M-Cu3 and a positive Cotton effect in M-Cu2/M-Cu4.…”

Section: Resultsmentioning

confidence: 99%

Chiral 1D Metal–Organic Materials Based on Cu(II) and Amino Acid Schiff Bases

Cruz

González

Rubio

et al. 2021

Crystal Growth & Design

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Four new chiral coordination polymers (CPs), {[Cu(HL n )MeOH]•NO 3 } ∞ (n = 1−4), were obtained using a chiral building block synthesized from the condensation reaction of L-or D-valine with an imidazole aldehyde. These CPs crystallize in a noncentrosymmetric space group P2 1 2 1 2 1 , evidencing that the chirality of the α-amino acid valine is transferred to the structure of the coordination polymer. Moreover, the CPs present a 1D structure with a Cu(II) cation in a square base pyramid geometry formed by two units of chiral ligand and a methanol molecule. The magnetic measurement and theoretical calculations show that the Cu(II) spin carriers are magnetically communicated through the carboxylate bridge, presenting a 1D ferromagnetic chain behavior. Furthermore, four new stable molecular compounds [Cu(HL n )-DMSO] + (n = 1−4), sharing the same chiral building block of CPs, were characterized by circular dichroism (CD). The theoretical electronic excited states of the molecular compounds reproduce the CD experimental spectra showing that the intrinsic chiral activity of the α-amino acid Schiff base is transferred to the Cu(II) centers. Remarkably, using crystal engineering tools, a family of chiral coordination compounds was obtained and analyzed combining several experimental and theoretical approaches, leading to a robust understanding of its chemical and physical properties.

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Section: Resultsmentioning

confidence: 99%

Chiral 1D Metal–Organic Materials Based on Cu(II) and Amino Acid Schiff Bases

Cruz

González

Rubio

et al. 2021

Crystal Growth & Design

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“…The chirality character of synthetic CMOFs come from the enantiomeric nature of D-tartaric acid. Subsequently, the chiral organic ligand-based CMOFs gradually develop, and the literature has reported the use of many small molecules with chiral selectivity, such as amino acids and their derivatives, [40][41][42][43][44] tartaric acid derivatives, 45,46 and modified 1,1′-binaphthalene-2,2′-diol (BINOL) derivatives [47][48][49] for the construction of CMOFs. This review will also describe some new type of CMOFs which were constructed by introducing some changes into the synthesis process.…”

Section: Chiral Ligands Constructing Cmofsmentioning

confidence: 99%

A review on chiral metal–organic frameworks: synthesis and asymmetric applications

Chen

Liu

et al. 2022

Nanoscale

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“…In 2000, Kim and co-workers reported the synthesis of chiral MOFs from the enantiopure tartaric-acid-derived bridging ligands, [Zn 3 [44]. Subsequently, the method has been developed, and many research papers have been reported that use naturally occurring enantiopure amino acids and their derivatives [45][46][47][48], tartaric acid derivatives [49,50], and modified 1,1 -binaphthalene-2,2 -diol (BINOL) derivatives [51][52][53] for designing chiral MOFs. Recently, the approach of synthesis has been extended widely with some alteration, which will be described in the review.…”

Section: Chiral Mofs Prepared From Chiral Ligandsmentioning

confidence: 99%

Recent Progress in Asymmetric Catalysis and Chromatographic Separation by Chiral Metal–Organic Frameworks

Bhattacharjee

Khan

et al. 2018

Catalysts

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Metal-organic frameworks (MOFs), as a new class of porous solid materials, have emerged and their study has established itself very quickly into a productive research field. This short review recaps the recent advancement of chiral MOFs. Here, we present simple, well-ordered instances to classify the mode of synthesis of chiral MOFs, and later demonstrate the potential applications of chiral MOFs in heterogeneous asymmetric catalysis and enantioselective separation. The asymmetric catalysis sections are subdivided based on the types of reactions that have been successfully carried out recently by chiral MOFs. In the part on enantioselective separation, we present the potentiality of chiral MOFs as a stationary phase for high-performance liquid chromatography (HPLC) and high-resolution gas chromatography (GC) by considering fruitful examples from current research work. We anticipate that this review will provide interest to researchers to design new homochiral MOFs with even greater complexity and effort to execute their potential functions in several fields, such as asymmetric catalysis, enantiomer separation, and chiral recognition.

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Synthesis, structures and properties of two new chiral rare earth-organic frameworks constructed by l/d-tartaric acid

Cited by 11 publications

References 56 publications

Chiral 1D Metal–Organic Materials Based on Cu(II) and Amino Acid Schiff Bases

Chiral 1D Metal–Organic Materials Based on Cu(II) and Amino Acid Schiff Bases

A review on chiral metal–organic frameworks: synthesis and asymmetric applications

Recent Progress in Asymmetric Catalysis and Chromatographic Separation by Chiral Metal–Organic Frameworks

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