Influence of the metal ions on the allylic rearrangement reaction of 3,4,5,6-tetrahydrophthalic anhydride

Yuanchao Pang; Yanzhen Zheng

doi:10.1002/cjoc.201500615

Influence of the metal ions on the allylic rearrangement reaction of 3,4,5,6-tetrahydrophthalic anhydride

Yuanchao Pang
, Yanzhen Zheng

School of Materials Science and Engineering

Frontier Institute of Science and Technology
Xi'an Jiaotong University

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

To further investigate the influence of metal ions on the allylic rearrangement of 3,4,5,6-tetrahydrophthalic anhydride during the hydrothermal reaction, metal ions such as manganese(II), zinc(II) and cadmium(II) have been employed in the synthesis, which leads to the formation of three new lamellar coordination polymers, [Mn^II₅(μ₃-OH)₃(1-chec)(1,2-chedc)(2,3-chedc)₂(H₂O)] (3Mn), [Zn^II₅(μ₃-OH)₃(1-chec)(1,2-chedc)(2,3-chedc)₂(H₂O)] (4Zn), and [Cd^II₃(μ₃-OH)₂(1,2-chedc)₂] (5Cd) (1-chec=cyclohexene-1-carboxylate, 1,2-chedc=cyclohexene-1,2-dicarboxylate, 2,3-chedc=cyclohexene-1,2-dicarboxylate). Interestingly, the allylic rearrangement reaction is metal-dependent, which occurs only in 3Mn and 4Zn, resulting in the formation of one chiral carbon atom of the corresponding dicarboxylate ligands in both compounds. In addition, the magnetic property of compound 3Mn was studied, which revealed strong antiferromagnetic interactions between the metal centers. Metal-dependent hydrothermal reaction products of 3,4,5,6-tetrahydrophthalic anhydride have been reported.

Original language	English
Pages (from-to)	1347-1352
Number of pages	6
Journal	Chinese Journal of Chemistry
Volume	33
Issue number	12
DOIs	https://doi.org/10.1002/cjoc.201500615
State	Published - 1 Dec 2015

Keywords

allylic rearrangement
antiferromagnetic interaction
metal-dependent
solvothermal reaction

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@article{416131f7ebf64eadb601125ba3568893,

title = "Influence of the metal ions on the allylic rearrangement reaction of 3,4,5,6-tetrahydrophthalic anhydride",

abstract = "To further investigate the influence of metal ions on the allylic rearrangement of 3,4,5,6-tetrahydrophthalic anhydride during the hydrothermal reaction, metal ions such as manganese(II), zinc(II) and cadmium(II) have been employed in the synthesis, which leads to the formation of three new lamellar coordination polymers, [MnII5(μ3-OH)3(1-chec)(1,2-chedc)(2,3-chedc)2(H2O)] (3Mn), [ZnII5(μ3-OH)3(1-chec)(1,2-chedc)(2,3-chedc)2(H2O)] (4Zn), and [CdII3(μ3-OH)2(1,2-chedc)2] (5Cd) (1-chec=cyclohexene-1-carboxylate, 1,2-chedc=cyclohexene-1,2-dicarboxylate, 2,3-chedc=cyclohexene-1,2-dicarboxylate). Interestingly, the allylic rearrangement reaction is metal-dependent, which occurs only in 3Mn and 4Zn, resulting in the formation of one chiral carbon atom of the corresponding dicarboxylate ligands in both compounds. In addition, the magnetic property of compound 3Mn was studied, which revealed strong antiferromagnetic interactions between the metal centers. Metal-dependent hydrothermal reaction products of 3,4,5,6-tetrahydrophthalic anhydride have been reported.",

keywords = "allylic rearrangement, antiferromagnetic interaction, metal-dependent, solvothermal reaction",

author = "Yuanchao Pang and Yanzhen Zheng",

note = "Publisher Copyright: Copyright {\textcopyright} 2015 SIOC, CAS, Shanghai \& WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim.",

year = "2015",

month = dec,

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doi = "10.1002/cjoc.201500615",

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journal = "Chinese Journal of Chemistry",

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TY - JOUR

T1 - Influence of the metal ions on the allylic rearrangement reaction of 3,4,5,6-tetrahydrophthalic anhydride

AU - Pang, Yuanchao

AU - Zheng, Yanzhen

PY - 2015/12/1

Y1 - 2015/12/1

N2 - To further investigate the influence of metal ions on the allylic rearrangement of 3,4,5,6-tetrahydrophthalic anhydride during the hydrothermal reaction, metal ions such as manganese(II), zinc(II) and cadmium(II) have been employed in the synthesis, which leads to the formation of three new lamellar coordination polymers, [MnII5(μ3-OH)3(1-chec)(1,2-chedc)(2,3-chedc)2(H2O)] (3Mn), [ZnII5(μ3-OH)3(1-chec)(1,2-chedc)(2,3-chedc)2(H2O)] (4Zn), and [CdII3(μ3-OH)2(1,2-chedc)2] (5Cd) (1-chec=cyclohexene-1-carboxylate, 1,2-chedc=cyclohexene-1,2-dicarboxylate, 2,3-chedc=cyclohexene-1,2-dicarboxylate). Interestingly, the allylic rearrangement reaction is metal-dependent, which occurs only in 3Mn and 4Zn, resulting in the formation of one chiral carbon atom of the corresponding dicarboxylate ligands in both compounds. In addition, the magnetic property of compound 3Mn was studied, which revealed strong antiferromagnetic interactions between the metal centers. Metal-dependent hydrothermal reaction products of 3,4,5,6-tetrahydrophthalic anhydride have been reported.

AB - To further investigate the influence of metal ions on the allylic rearrangement of 3,4,5,6-tetrahydrophthalic anhydride during the hydrothermal reaction, metal ions such as manganese(II), zinc(II) and cadmium(II) have been employed in the synthesis, which leads to the formation of three new lamellar coordination polymers, [MnII5(μ3-OH)3(1-chec)(1,2-chedc)(2,3-chedc)2(H2O)] (3Mn), [ZnII5(μ3-OH)3(1-chec)(1,2-chedc)(2,3-chedc)2(H2O)] (4Zn), and [CdII3(μ3-OH)2(1,2-chedc)2] (5Cd) (1-chec=cyclohexene-1-carboxylate, 1,2-chedc=cyclohexene-1,2-dicarboxylate, 2,3-chedc=cyclohexene-1,2-dicarboxylate). Interestingly, the allylic rearrangement reaction is metal-dependent, which occurs only in 3Mn and 4Zn, resulting in the formation of one chiral carbon atom of the corresponding dicarboxylate ligands in both compounds. In addition, the magnetic property of compound 3Mn was studied, which revealed strong antiferromagnetic interactions between the metal centers. Metal-dependent hydrothermal reaction products of 3,4,5,6-tetrahydrophthalic anhydride have been reported.

KW - allylic rearrangement

KW - antiferromagnetic interaction

KW - metal-dependent

KW - solvothermal reaction

UR - https://www.scopus.com/pages/publications/84957849557

U2 - 10.1002/cjoc.201500615

DO - 10.1002/cjoc.201500615

M3 - 文章

AN - SCOPUS:84957849557

SN - 1001-604X

VL - 33

SP - 1347

EP - 1352

JO - Chinese Journal of Chemistry

JF - Chinese Journal of Chemistry

IS - 12

ER -

Influence of the metal ions on the allylic rearrangement reaction of 3,4,5,6-tetrahydrophthalic anhydride

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Keywords

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