Chiral 2-pyridyl alcoholate copper complexes: crystal structures of [bis(2-pyridyl alcoholate)copper(II)] and the use of [(2-pyridyl alcoholate)copper(II)]+and [(2-pyridyl alcoholate)copper(I)] in asymmetric cyclopropanation of styene and allylic oxidation of cyclohexene

Lee, Wing Sze; Leung, Hon Kit; Cheng, Leung; Ng, Lai Yuen; Lee, Chi‐Sing; Huang, Ka Hung; Wong, Wing Tak; Kwong, Hoi‐Lun

doi:10.1016/j.ica.2004.06.043

Cited by 10 publications

(3 citation statements)

References 34 publications

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“…Because of the enormous current interest in Mo- or W-based epoxidation catalysts bearing a bischelating 2‘-pyridinyl alcoholate ligand, examples of rhenium, − copper, − and palladium 17,18 complexes with this ligand type are still rare. The objective of further research was to develop an easy and straightforward method for the synthesis of rhenium, palladium, and copper complexes and to investigate their potential as epoxidation catalysts.…”

Section: Introductionmentioning

confidence: 99%

Rhenium, Palladium, and Copper Pyridylalkoxide Complexes: Synthesis, Structural Characterization, and Catalytic Application in Epoxidation Reactions

et al. 2007

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Reaction of bis(alkyl/aryl)-2-pyridylalcoholate ligands (a-g) with [ReOCl 4 ](NBu 4 ) results in the formation of metal-oxo complexes of the general formula [ReOCl 3 (L)](NBu 4 ) (2, 3) and [ReOCl(L) 2 ] (4, 5), with L ) bis(alkyl/aryl)-2-pyridylalcoholate. Molecular structures of the complexes 2a, 4a, and 5a have been determined by single-crystal X-ray diffraction studies. Besides the expected crystal structure of 4a, where an alkoxide site of one of the ligands is coordinated trans to the rhenyloxo fragment, complex 5a shows a rare example of a trans chloro-oxo [ReOCl(L) 2 ] connectivity. Additionally, starting from Pd(OAc) 2 and [CuCl 2 ‚2(H 2 O)] complexes of the form [M(L) 2 ] (M ) Cu, Pd) (6a-g and 8a) were prepared. For complexes 6a and 8a molecular structures have been determined by single-crystal X-ray diffraction studies, which showed the expected square planar geometry with the pyridine ring nitrogens situated mutually in trans position. Complexes 3, 4, 6, and 8 were tested in the epoxidation reaction of cyclooctene with TBHP (tert-butylhydrogenperoxide).

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Section: Introductionmentioning

confidence: 99%

Rhenium, Palladium, and Copper Pyridylalkoxide Complexes: Synthesis, Structural Characterization, and Catalytic Application in Epoxidation Reactions

et al. 2007

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“…(78%) [ 68 ]. Synthesis of Cu(II) and Cu(I) complexes of pyridinyl alcoholate ligands ( 57a , b , 58 , 79 , 80 , and 81 ) and their catalytic application in asymmetric cyclopropanation of styrene with EDA were reported by Lee et al [ 69 ] (see Figure 15 ). Complexes of Cu(L) 2 (where L = pyridinyl alcohols 57a and 58 ) were synthesized via reacting Cu(OAc) 2 with 2 moles of the pyridinyl ligand in MeOH/EtOH (1:1) resulting in 61% (L = 57a ) and 76% (L = 58 ).…”

Section: Synthesis and Application Of Transition Metal Complexes Omentioning

confidence: 99%

“…Lee et al [ 69 ] prepared ligands 57b , 81 and 127a and tested their catalytic application in the allylic oxidation of cyclohexene with tert -butylperoxy benzoate using Cu(OTf) and/or Cu(OTf) 2 catalysts. The copper complexes [Cu(L) 2 ] of the ligands were found to be inactive in copper-catalysed allylic oxidations of cyclohexene.…”

Section: Synthesis and Application Of Transition Metal Complexes Omentioning

confidence: 99%

Synthesis and Application of the Transition Metal Complexes of α-Pyridinyl Alcohols, α-Bipyridinyl Alcohols, α,α’-Pyridinyl Diols and α,α’-Bipyridinyl Diols in Homogeneous Catalysis

2018

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The paper presents a comprehensive survey on the synthetic procedures of transition metal complexes of α-pyridinyl alcoholato, α-bipyridinyl alcoholato, α,α’-pyridinyl dialcoholato and α,α’-bipyridinyl dialcoholato ligands and their coordination chemistry. Greater emphasis is, however, given to the catalytic activity of the complexes in homogeneous and asymmetric chemical reactions. The multidentate character of the pyridinyl alcohols and/or bipyridinyl diols is of great importance in the complexation with a large number and type of transition metals. The transition metal complexes of pyridinyl alcoholato or bipyridinyl dialcoholato ligands in most cases, and a few pyridinyl alcohols alone, were used as catalysts in homogeneous and chemical asymmetric reactions. In most of the homogeneously catalysed enantioselective chemical reactions, limited numbers and types of pyridinyl alcohols and or bipyridinyl diols were used in the preparation of chiral catalysts that led to a few investigations on the catalytic importance of the pyridinyl alcohols.

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Asymmetric Cyclopropanation

2017

Asymmetric Synthesis of Three‐Membered Rings

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Chiral 2-pyridyl alcoholate copper complexes: crystal structures of [bis(2-pyridyl alcoholate)copper(II)] and the use of [(2-pyridyl alcoholate)copper(II)]+and [(2-pyridyl alcoholate)copper(I)] in asymmetric cyclopropanation of styene and allylic oxidation of cyclohexene

Cited by 10 publications

References 34 publications

Rhenium, Palladium, and Copper Pyridylalkoxide Complexes: Synthesis, Structural Characterization, and Catalytic Application in Epoxidation Reactions

Rhenium, Palladium, and Copper Pyridylalkoxide Complexes: Synthesis, Structural Characterization, and Catalytic Application in Epoxidation Reactions

Synthesis and Application of the Transition Metal Complexes of α-Pyridinyl Alcohols, α-Bipyridinyl Alcohols, α,α’-Pyridinyl Diols and α,α’-Bipyridinyl Diols in Homogeneous Catalysis

Asymmetric Cyclopropanation

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