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Influence of the Metal Ions on the Allylic Rearrangement Reaction of 3,4,5,6‐Tetrahydrophthalic Anhydride
Author(s) -
Pang Yuanchao,
Zheng Yanzhen
Publication year - 2015
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201500615
Subject(s) - chemistry , allylic rearrangement , cyclohexene , metal , manganese , metal ions in aqueous solution , medicinal chemistry , zinc , carboxylate , inorganic chemistry , polymer chemistry , crystallography , stereochemistry , catalysis , organic chemistry
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 II 5 (µ 3 ‐OH) 3 (1‐chec)(1,2‐chedc)(2,3‐chedc) 2 (H 2 O)] ( 3Mn) , [Zn II 5 (µ 3 ‐OH) 3 (1‐chec)(1,2‐chedc)(2,3‐chedc) 2 (H 2 O)] ( 4Zn ), and [Cd II 3 (µ 3 ‐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.

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