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Accelerated Hydrolysis of p ‐Nitrophenyl Picolinate Catalyzed by Metallomicelle Made from a Novel Macrocyclic Polyamine Copper(II) Complex
Author(s) -
Kou XingMing,
Zhao GuoPo,
Huang Zhong,
Tian YuHua,
Meng XiangGuang,
Zeng XianCheng
Publication year - 2007
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.200790142
Subject(s) - chemistry , ligand (biochemistry) , polyamine , deprotonation , hydrolysis , catalysis , copper , polymer chemistry , medicinal chemistry , macrocyclic ligand , substrate (aquarium) , metal , combinatorial chemistry , stereochemistry , organic chemistry , ion , biochemistry , oceanography , receptor , geology
A copper(II) complex 1 of a novel macrocyclic polyamine ligand with hydroxylethyl pendant groups, 4,11‐bis(hydroxylethyl)‐5,7,7,12,14,14‐hexamethyl‐1,4,8,11‐tetraazacyclotetradecane ( L ) has been synthesized and characterized. Rate enhancement for hydrolysis of p ‐nitrophenyl picolinate (PNPP) catalyzed by 1 was studied kinetically under Brij35 micellar condition. For comparision, the catalytic activity of corresponding copper(II) complex 2 of non‐substituted macrocyclic polyamine ligand, 5,7,7,12,14,14‐hexamethyl‐1,4,8,11‐tetraaza‐cyclote‐ tradecane ( L′ ) toward the hydrolysis of PNPP was also investigated. The results indicate that the macrocyclic polyamine copper(II) complex 1 effectively catalyzed the hydrolysis of PNPP, and the pendant ligand hydroxyl group or deprotonated pendant ligand hydroxyl group can act as catalytically active species in the reaction. A ternary complex kinetic model involving metal ion, ligand and substrate has been proposed, and the results confirmed the reasonability of such kinetic model.

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