Electrochemical, spectrochemical and catalytical properties of cobalt(II) phthalocyanine regioisomers studies

被引:13
作者
Szymczak, Joanna [1 ]
Rebis, Tomasz [2 ]
Mielcarek, Jadwiga [1 ]
Kryjewski, Michal [1 ]
机构
[1] Poznan Univ Med Sci, Dept & Chair Inorgan & Analyt Chem, Grunwaldzka 6, PL-60780 Poznan, Poland
[2] Poznan Univ Tech, Inst Chem & Tech Electrochem, Berdychowo 4, PL-60965 Poznan, Poland
关键词
Catalysis; Cyclic voltammetry; Cyclohexene; Regioisomer; Phthalocyanine; TETRA-SUBSTITUTED CO(II); TERT-BUTYLHYDROPEROXIDE; DEGRADATION-PRODUCTS; CATALYZED OXIDATION; CYCLOHEXENE; IRON; EPOXIDATION; OMEPRAZOLE; COMPLEXES; FE(II);
D O I
10.1016/j.synthmet.2021.116971
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Two regioisomers of tetrasubstituted cobalt(II) phthalocyanine bearing L-menthol moieties in the periphery, were synthesized through remetallation reaction of metal-free phthalocyanines as substrates. Mass spectrometry and UV-Vis spectrophotometry were employed for characteristics. Cyclic voltammetry (CV) and differential pulse voltammetry (DPV) studies indicate three one-electron ring-based oxidation processes, oxidation/reduction of cobalt center (Co(II)/Co(I)) and one ring-based reduction. The comparative studies of catalytic activity of the two phthalocyanines were investigated. Cyclohexene oxidation using tert-butylhydroperoxide (TBHP) and cobalt(II) phthalocyanines results in formation of 2-cyclohexen-1-one, 2-cyclohexen-1-ol, cyclohexanol, cyclohexene epoxide. Formation of 2-cyclohexen-1-one were favored.
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页数:6
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共 47 条
[1]   Study of controlled degradation processes and electrophoretic behaviour of omeprazole and its main degradation products using diode-array and ESI-IT-MS detection [J].
Berzas Nevado, Juan Jose ;
Castaneda Penalvo, Gregorio ;
Rodriguez Dorado, Rosa M. ;
Rodriguez Robledo, Virginia .
ANALYTICAL METHODS, 2013, 5 (13) :3299-3306
[2]   Porphyrins in analytical chemistry. A review [J].
Biesaga, M ;
Pyrzynska, K ;
Trojanowicz, M .
TALANTA, 2000, 51 (02) :209-224
[3]   Catalytic hydroxylation of steroids by cytochrome P-450 mimics. Hydroxylation at C-9 with novel catalysts and steroid substrates [J].
Breslow, R ;
Yan, JM ;
Belvedere, S .
TETRAHEDRON LETTERS, 2002, 43 (03) :363-365
[4]   Highly selective oxidation of benzyl alcohol catalyzed by new peripherally tetra-substituted Fe(II) and Co(II) phthalocyanines [J].
Cakir, Volkan ;
Saka, Ece Tugba ;
Biyiklioglu, Zekeriya ;
Kantekin, Halit .
SYNTHETIC METALS, 2014, 197 :233-239
[5]   Recent advances on controllable and selective catalytic oxidation of cyclohexene [J].
Cao, Hongen ;
Zhu, Boran ;
Yang, Yufan ;
Xu, Lin ;
Yu, Lei ;
Xu, Qing .
CHINESE JOURNAL OF CATALYSIS, 2018, 39 (05) :899-907
[6]   Conformationally stressed phthalocyanines: the non-planarity of the 1,4,8,11,15,18,22,25-octaisopentyl derivative [J].
Chambrier, I ;
Cook, MJ ;
Wood, PT .
CHEMICAL COMMUNICATIONS, 2000, (21) :2133-2134
[7]   Phthalocyanine Modified Electrodes in Electrochemical Analysis [J].
Demir, Ersin ;
Silah, Hulya ;
Uslu, Bengi .
CRITICAL REVIEWS IN ANALYTICAL CHEMISTRY, 2022, 52 (02) :425-461
[8]   Electrochemical and spectroelectrochemical characterizations of new tetra-substituted metallophthalocyanines bearing 4-(trifluoromethoxy)phenoxy groups on non-peripheral positions [J].
Farajzadeh, Nazli ;
Akyuz, Duygu ;
Koca, Atif ;
Kocak, Makbule Burkut .
MONATSHEFTE FUR CHEMIE, 2020, 151 (09) :1337-1348
[9]   A phthalocyanine producing green, ocher, and red colors depending on the central metals [J].
Fukuda, T ;
Ono, K ;
Homma, S ;
Kobayashi, N .
CHEMISTRY LETTERS, 2003, 32 (08) :736-737
[10]   Epoxidation of cyclohexene by iron and cobalt phthalocyanines, study of the side reactions [J].
Gaigneaux, EM ;
Maggi, R ;
Ruiz, P ;
Delmon, B .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1996, 109 (01) :67-74