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Study on the Crystal Structure of a Macrocycle and Tyrosinase Activity of Its Dinuclear Copper Complexes
Author(s) -
Hong Zhou,
ZhiQuan Pan,
QinHui Luo,
GuangQuan Mei,
DeLiang Long,
JiuTong Chen
Publication year - 2005
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.200590835
Subject(s) - chemistry , copper , hydroquinone , acetonitrile , pyridine , phenols , crystal structure , ring (chemistry) , methanol , hydrogen bond , medicinal chemistry , polymer chemistry , crystallography , organic chemistry , molecule
A ring‐contracted form macrocycle, 29,30‐dioxo‐3,6,9,17,20,23,29,30‐octaazapentacyclo[23,3,1,1 11,15 ,0 2,6 ,0 16,20 ]‐triacontaneocta‐1(28),9,11(12),13,15(30),23,25(29),26‐ene (L) was synthesized by condensation of diethyltriamine with pyridine‐1‐oxide‐2,6‐dicarboxaldehyde. A porous three‐dimensional layer structure in its crystal was formed by self‐assembly through hydrogen bonds and π‐π interaction. Its dinuclear copper(I) complex [Cu 2 L(MeOH) 2 ](BF 4 ) 2 ·2H 2 O and dinuclear‐copper(II) complex [Cu 2 L(MeOH) 2 ](ClO 4 ) 4 ·2H 2 O were obtained and could oxidize catalytically four phenolic substrates hydroquinone, 2‐methyl‐hydroquinone, 2,6‐di‐ tert ‐butylphenol and 2,6‐dimethylphenol, in a mixture of methanol and acetonitrile (V:V, 4:1). The copper(I) complex reacted with dioxygen to form an oxygenated species as an initial active intermediate for oxidation of the phenols. Oxidation of the substrates by the copper(II) complex produced a copper(I) complex and the oxidation products of the substrates.