Ester catalytic hydrolysis by a tridentate N,N′,N″-copper bridged cyclodextrin dimer

Tang, Siping; Chen, Sha; Wu, Guanghui; Chen, Huo-Yan; Mao, Zong‐Wan; Ji, Liang‐Nian

doi:10.1016/j.inoche.2010.10.018

Cited by 14 publications

(10 citation statements)

References 47 publications

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“…Milli-Q water was used in all physical measurements. CuL 1 and CuL 2 were synthesized and characterized as described in previous studies [36,38,40,42], and the 1 H NMR spectra for L 1 , L 2 are shown as Supplementary Figs. S1, S2.…”

Section: Methodsmentioning

confidence: 99%

“…The two copper(II) complexes, CuL 1 and CuL 2 , were synthesized and characterized according to our previously reported procedures [36,38,40,42]. [36].…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

“…However, few study focused on the cooperation between the metal cofactor and the second coordination sphere effect for enantioselective deacylation of amino acid esters [36]. Recently, we constructed a series of metallohydrolase mimics and superoxide dismutase mimics with CD domains [7,[36][37][38][39][40][41][42][43][44]. Among the hydrolase models, the secondary face pyridine-linked "face-to-face" [45] bisCD complex CuL 2 (L 2 = 2,6-bis(3-monoamino-␤-cyclodextrin-methyl)-pyridine) [38] was demonstrated to possess higher activity for bis(4-nitrophenyl)phosphate (BNPP) cleavage than the "back-to-back" analog CuL 1 (L 1 = 2,6-bis(6-mono-amino-␤-cyclodextrin-methyl)-pyridine) [40].…”

Section: Introductionmentioning

confidence: 99%

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Enantioselective hydrolysis of amino acid esters by non-chiral copper complexes equipped with bis (β-cyclodextrin)s

Xue

Zhao

Jing-Xing

et al. 2016

Journal of Molecular Catalysis A: Chemical

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Section: Methodsmentioning

confidence: 99%

“…The two copper(II) complexes, CuL 1 and CuL 2 , were synthesized and characterized according to our previously reported procedures [36,38,40,42]. [36].…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Enantioselective hydrolysis of amino acid esters by non-chiral copper complexes equipped with bis (β-cyclodextrin)s

Xue

Zhao

Jing-Xing

et al. 2016

Journal of Molecular Catalysis A: Chemical

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“…但是所不同的是, 由于桥链的存在, 桥连环糊精二聚体与底物或者产物分子的包合作用与其所含两个刚性空腔的空间取向密切相关, 既链的存在限制了环糊精空腔空间取向的自由度 [123,124] . 例如 [125] , 桥连环糊精二聚体 16 [129] .…”

Section: 以桥连环糊精二聚体为模板unclassified

Organic Synthesis Based on Cyclodextrins Template Method

Zhang¹,

Liu²,

Xin³

et al. 2012

Chin. J. Org. Chem.

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The organic synthesis based on cyclodextrin template method is reviewed initially by using the "template" concept.These organic synthesis reactions are divided into two main types: one type is based on cyclodextrin "static" template which includes the primary, secondary faces and the cavity. The reactions based on the primary and secondary faces mainly show that the template can control the stereo-structure. While the reactions based on the cavity are mainly using the size and chiral properties of the cavity to do the chemical, regio-and stereo-selectivity, showing that the template can carry out information transfer. The other type is based on cyclodextrin "dynamic" template including the bridge-linked cyclodextrin dimmers with variable conformations and the assemblies prepared by the cyclodextrin derivatives and inclusion complexes. These dynamic templates themselves can be adjusted.

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“…No investi-gations of ring opening of epoxides with aromatic amines in the presence of β-cyclodextrin in water have been reported. Our earlier study on ester hydrolysis successfully catalyzed by β-cyclodextrin derivatives [21][22][23] promoted us…”

Section: Introductionmentioning

confidence: 99%

Highly Effective Opening of Epoxides with Aromatic Amines in Presence of β-Cyclodextrin in Water

Tang¹,

Xu²,

Li³

et al. 2018

Asian J. Chem.

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This paper reports a simple, mild, and convenient method to synthesize β-amino alcohols. These β-amino alcohols were achieved in excellent yields (80-96 %) by ring-opening reaction of oxiranes with aromatic amines catalyzed by β-cyclodextrin at 30 ºC in water. β-cyclodextrin as the catalyst greatly accelerated the reactions and can be recovered and reused.Keywords: Oxiranes, β β β β β-Cyclodextrin, β β β β β-Amino alcohols, Ring-opening Asian Journal of Chemistry; Vol. 30, No. 5 (2018), 1165-1170 to attempt ring opening of aromatic epoxides with aromatic amines in the presence of β-cyclodextrin in water. EXPERIMENTAL

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Ester catalytic hydrolysis by a tridentate N,N′,N″-copper bridged cyclodextrin dimer

Cited by 14 publications

References 47 publications

Enantioselective hydrolysis of amino acid esters by non-chiral copper complexes equipped with bis (β-cyclodextrin)s

Enantioselective hydrolysis of amino acid esters by non-chiral copper complexes equipped with bis (β-cyclodextrin)s

Organic Synthesis Based on Cyclodextrins Template Method

Highly Effective Opening of Epoxides with Aromatic Amines in Presence of β-Cyclodextrin in Water

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