Synthesis and characterization of peripheral and non-peripheral substituted Co(II) phthalocyanines and their catalytic activity in styrene oxidation

被引：29

作者：

Saka, Ece Tugba ^{[1
]}

Acar, Irfan ^{[2
]}

Biyiklioglu, Zekeriya ^{[1
]}

Kantekin, Halit ^{[1
]}

Kani, Ibrahim ^{[3
]}

机构：

[1] Karadeniz Tech Univ, Dept Chem, TR-61080 Trabzon, Turkey

[2] Karadeniz Tech Univ, Dept Woodworking Ind Engn, TR-61830 Trabzon, Turkey

[3] Anadolu Univ, Dept Chem, TR-26470 Eskisehir, Turkey

来源：

SYNTHETIC METALS | 2013年 / 169卷

关键词：

Phthalocyanine; Cobalt; Oxidation; Oxidant; METAL-FREE; AEROBIC OXIDATION; METALLOPHTHALOCYANINES; COBALT; METALLOMACROCYCLES; PHENOLS; SERIES;

D O I：

10.1016/j.synthmet.2013.02.029

中图分类号：

T [工业技术];

学科分类号：

08 ;

摘要：

The synthesis of symmetrical cobalt(II) phthalocyanine complexes containing 2,2,3,3-tetrafluoro-1-propanoxy and 4-{2-[2-(1-naphthyloxy)ethoxy]ethoxy} groups obtained from 4-nitrophthalonitrile and 3-nitrophthalonitrile are described. The new compounds were characterized by IR, H-1-NMR, C-13-NMR, UV-vis and MS spectral. These cobalt(II) complexes 2 and 6 are employed as catalyst for the oxidation of styrene using tert-butyl hydroperoxide (TBHP), m-chloroperoxybenzoic acid (m-CPBA) and hydrogen peroxide (H2O2) as oxidants. TBHP was found to be the best oxidant since minimal destruction of the catalyst and higher selectivity in the products were observed when this oxidant was employed. It was also investigated solvent effect on styrene oxidation reaction. (C) 2013 Elsevier B.V. All rights reserved.

引用

页码：12 / 17

页数：6

共 41 条

[1] Synthesis, characterization and comparative studies on the photophysical and photochemical properties of peripherally and non-peripherally tetra-substituted zinc(II) phthalocyanines [J].

Acar, Irfan ;

Biyiklioglu, Zekeriya ;

Durmus, Mahmut ;

Kantekin, Halit .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2012, 708 :65-74

[2] Synthesis, electrochemical, in situ spectroelectrochemical and in situ electrocolorimetric characterization of new metal-free and metallophthalocyanines substituted with 4-{2-[2-(1-naphthyloxy)ethoxy]ethoxy} groups [J].

Acar, Irfan ;

Biyiklioglu, Zekeriya ;

Koca, Atif ;

Kantekin, Halit .

POLYHEDRON, 2010, 29 (05) :1475-1484

[3] The synthesis, using microwave irradiation and characterization of novel, metal-free and metallophthalocyanines [J].

Acar, Irfan ;

Kantekin, Halit ;

Biyiklioglu, Zekeriya .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2010, 695 (02) :151-155

[4] The liquid phase oxidation of styrene with tungsten modified silica as a catalyst [J].

Adam, Farook ;

Iqbal, Anwar .

CHEMICAL ENGINEERING JOURNAL, 2011, 171 (03) :1379-1386

[5] MEROX AND RELATED METAL PHTHALOCYANINE CATALYZED OXIDATION PROCESSES [J].

BASU, B ;

SATAPATHY, S ;

BHATNAGAR, AK .

CATALYSIS REVIEWS-SCIENCE AND ENGINEERING, 1993, 35 (04) :571-609

[6] Highly organosoluble metal-free phthalocyanines and metallophthalocyanines:: Synthesis and characterization [J].

Bilgin, Ahmet ;

Ertem, Beytullah ;

Goek, Yasar .

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2007, (12) :1703-1712

[7] Synthesis, electrochemical, in situ spectroelectrochemical and in situ electrocolorimetric characterization of new phthalocyanines peripherally fused to four flexible crown ether moieties [J].

Biyiklioglu, Zekeriya ;

Koca, Atif ;

Kantekin, Halit .

POLYHEDRON, 2009, 28 (11) :2171-2178

[8] The synthesis and characterization of new organosoluble long chain-substituted metal-free and metallophthalocyanines by microwave irradiation [J].

Biyiklioglu, Zekeriya ;

Kantekin, Halit ;

Acar, Irfan .

INORGANIC CHEMISTRY COMMUNICATIONS, 2008, 11 (12) :1448-1451

[9] Structure-affinity studies for a novel series of homochiral naphtho and tetrahydronaphtho analogues of α1 antagonist WB-4101 [J].

Bolchi, C ;

Catalano, P ;

Fumagalli, L ;

Gobbi, M ;

Pallavicini, M ;

Pedretti, A ;

Villa, L ;

Vistoli, G ;

Valoti, E .

BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (18) :4937-4951

[10]

Bouvet M., 2003, PORPHYRIN HDB

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