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Synthesis and electrochemistry of dimanganese(II) complexes of phenol-based dinucleating ligands with four methoxyethyl chelating arms
Yuuki Nakayama (1)
, Kei Unoura (2) , Yasuhiro Igarashi (3) , Md. Jamil Hossain (4) , Hiroshi Sakiyama (5,*) (1) Department of Material and Biological Chemistry, Faculty of Science, Yamagata University, Kojirakawa, Yamagata 990-8560, Japan
(2) Department of Material and Biological Chemistry, Faculty of Science, Yamagata University, Kojirakawa, Yamagata 990-8560, Japan
(3) Department of Material and Biological Chemistry, Faculty of Science, Yamagata University, Kojirakawa, Yamagata 990-8560, Japan
(4) Department of Material and Biological Chemistry, Faculty of Science, Yamagata University, Kojirakawa, Yamagata 990-8560, Japan
(5) Department of Material and Biological Chemistry, Faculty of Science, Yamagata University, Kojirakawa, Yamagata 990-8560, Japan
(*) Corresponding Author
Received: 03 Aug 2010 | Revised: 04 Apr 2011 | Accepted: 27 Oct 2010 | Published: 30 Jun 2011 | Issue Date: June 2011
Abstract
Dimanganese(II) complexes [Mn2(bonp)(PhCO2)2]PF6 (1) and [Mn2(bocp)(PhCO2)2]PF6 (2) were synthesized with p-nitro- and p-chloro-substituted phenol-based dinucleating ligands bonp- [2,6-bis[bis(2-methoxyethyl)aminomethyl]-4-nitrophenolate anion] and bocp- [4-chloro-2,6-bis[bis(2-methoxyethyl)aminomethyl]phenolate anion], respectively, with the aim of controlling the redox potentials of the dimanganese center by changing the p-substituents in the dinucleating ligands. Cyclic voltammograms of 1 and 2 showed quasi-reversible oxidation processes, assigned to MnIIMnII/MnIIMnIII, at 1.17 and 1.00 V vs. Ag/AgCl, respectively. Compared to the previous p-methyl complex [Mn2(bomp)(PhCO2)2]PF6 (3) [bomp–: 2,6-bis[bis(2-methoxyethyl)aminomethyl]-4-methylphenolate anion] (0.96 V vs. Ag/AgCl), the order of the potentials was 1(-NO2) > 2(-Cl) > 3(-CH3). Thus, the redox potentials of the dimanganese centers were controlled by the p-substituents in the dinucleating ligands.
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European Journal of Chemistry
Keywords
Dimanganese(II) complex; Dinucleating ligand; Electrochemistry; p-Substituent; DFT; Redox potential
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DOI: 10.5155/eurjchem.2.2.266-268.227
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[2]. Kono, Y.; Fridovich, I. J. Biol. Chem. 1983, 258, 13646-13658.
[3]. Allgood, G. S.; Perry, J. J. J. Bacteriol. 1986, 168, 563-567.
[4]. Barynin, V. V.; Grebenko, A. I. Dokl. Akad. Nauk SSSR 1986, 286, 461-464.
[5]. Khangulov, S. V.; Goldfeld, M. G.; Gerasimenko, V. V.; Andreeva, N. E.; Barynin, V. V.; Grebenko, A. I. J. Inorg. Biochem. 1990, 40, 279-292.
doi:10.1016/0162-0134(90)80062-3
[6]. Kagawa, M.; Murakoshi, N.; Nishikawa, Y.; Matsumoto, G.; Kurata, Y.; Mizobata, T.; Kawata, Y.; Nagai, J. Arch. Biochem. Biophys. 1990, 40, 279-292.
[7]. Willing, A.; Follmann, H.; Auling, G. Eur. J. Biochem. 1988, 170, 603-611.
doi:10.1111/j.1432-1033.1988.tb13740.x
PMid:2828045
[8]. Reczkowski, R. S.; Ash, D. E. J. Am. Chem. Soc. 1992, 114, 10992-10994.
doi:10.1021/ja00053a064
[9]. Cammack, R.; Chapmann, A.; Lu, W.-P.; Karagouni, A. A.; Kelly, D. P. FEBS Lett. 1989, 252, 239-243.
doi:10.1016/0014-5793(89)80967-6
[10]. Carrel, H. L.; Glusker, J. P.; Burger, V.; Manfre, F.; Tritsch, D.; Biellmann, J. F. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 4440-4444.
doi:10.1073/pnas.86.12.4440
[11]. Whitlow, M.; Howard, A. J.; Finzel, B. C.; Poulos, T. L.; Winborne, E.; Gilliland, G. L. Proteins 1991, 9, 153-173.
doi:10.1002/prot.340090302
PMid:2006134
[12]. Collyer, C. A.; Henrick, K.; Blow, D. M. J. Mol. Biol. 1990, 212, 211-235.
doi:10.1016/0022-2836(90)90316-E
[13]. Davies, J. F.; Hostomka, Z. II.; Hostomsky, Z.; Jordan, S. R.; Matthews, D. A. Science 1991, 252, 88-95.
doi:10.1126/science.1707186
PMid:1707186
[14]. Wilce, M. C.; Bond, C. S.; Dixon, N. E.; Freeman, H. C.; Guss, J. M.; Lilley, P. E.; Wilce, J. A. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 3472-3477.
doi:10.1073/pnas.95.7.3472
[15]. Pecoraro, V. L. Manganese Redox Enzymes, VCH Publishers, Inc, 1992.
[16]. Kurz, P.; Anderlund, M. F.; Shaikh, N.; Styring, S.; Huang, P. Eur. J. Inorg. Chem. 2008, 5, 762-770.
doi:10.1002/ejic.200700888
[17]. Gultneh, Y.; Tesema, Y. T.; Ahvazi, Bijan; Yisgedu, T. B.; Butcher, R. J.; Tuchagues, J. P. Inorg. Chim. Acta 2006, 359, 4463-4469.
doi:10.1016/j.ica.2006.05.040
[18]. Dubois, L.; Caspar, R.; Jacquamet, L.; Petit, P. E.; Charlot, M. F. Baffert, C.; Collomb, M. N.; Deronzier, A.; Latour, J. M. Inorg. Chem. 2006, 42, 4817-4827.
doi:10.1021/ic020646n
PMid:12895103
[19]. Sakiyama, H.; Sugawara, A.; Sakamoto, M.; Unoura, K.; Inoue, K.; Yamasaki, M. Inorg. Chim. Acta 2000, 310, 163-168.
doi:10.1016/S0020-1693(00)00277-2
[20]. Sakiyama, H.; Igarashi, Y.; Nakayama, Y.; Hossain, M. J.; Unoura, K.; Nishida, Y. Inorg. Chim. Acta 2003, 351, 256-260.
doi:10.1016/S0020-1693(03)00119-1
[21]. Sakiyama, H.; Mochizuki, R.; Sugawara, A.; Sakamoto, M.; Nishida, Y.; Yamasaki, M. J. Chem. Soc., Dalton Trans. 1999, 6, 997-1000.
[22]. Head-Gordon, M.; Pople, J. A.; Frisch, M. J. Chem. Phys. Lett. 1988, 153, 503-506.
doi:10.1016/0009-2614(88)85250-3
[23]. Frisch, M. J.; Head-Gordon, M.; Pople, J. A. Chem. Phys. Lett. 1990, 166, 275-280.
doi:10.1016/0009-2614(90)80029-D
[24]. Frisch, M. J.; Head-Gordon, M.; Pople, J. A. Chem. Phys. Lett. 1990, 166, 281-289.
doi:10.1016/0009-2614(90)80030-H
[25]. Head-Gordon, M.; Head-Gordon, T. Chem. Phys. Lett. 1994, 220, 122-128.
doi:10.1016/0009-2614(94)00116-2
[26]. Saebo, S.; Almlof, J. Chem. Phys. Lett. 1989, 154, 83-89.
[27]. Kohn, W.; Becke, A. D.; Parr, R. G. J. Phys. Chem. 1996, 100, 12974-12980.
doi:10.1021/jp960669l
[28]. Becke, A. D. J. Chem. Soc. 1993, 98, 5648-5652.
[29]. Becke, A. D. Phys. Rev. A 1988, 38, 3098-3100.
doi:10.1103/PhysRevA.38.3098
PMid:9900728
[30]. Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 270-283.
[31]. Deacon, G. B.; Phillips, R. J. Coord. Chem. Rev. 1980, 33, 227-250.
doi:10.1016/S0010-8545(00)80455-5
[32]. Unoura, K.; Ooi, T.; Tanaka, K.; Iwase, A. J. Electroanal. Chem. 1988, 252, 335-343.
doi:10.1016/0022-0728(88)80220-1
[33]. Jaffé, H. H. Chem. Revs. 1953, 53, 191-261.
doi:10.1021/cr60165a003
[34]. Hansch, C.; Leo, A.; Taft, R. W. Chem. Rev. 1991, 91, 165-195.
doi:10.1021/cr00002a004
How to cite
Nakayama, Y.; Unoura, K.; Igarashi, Y.; Hossain, M.; Sakiyama, H.
Eur. J. Chem.
2011,
2(2), 266-268.
doi:10.5155/eurjchem.2.2.266-268.227
Nakayama, Y.; Unoura, K.; Igarashi, Y.; Hossain, M.; Sakiyama, H. Synthesis and electrochemistry of dimanganese(II) complexes of phenol-based dinucleating ligands with four methoxyethyl chelating arms.
Eur. J. Chem.
2011,
2(2), 266-268.
doi:10.5155/eurjchem.2.2.266-268.227
Nakayama, Y., Unoura, K., Igarashi, Y., Hossain, M., & Sakiyama, H.
(2011).
Synthesis and electrochemistry of dimanganese(II) complexes of phenol-based dinucleating ligands with four methoxyethyl chelating arms.
European Journal of Chemistry, 2(2), 266-268.
doi:10.5155/eurjchem.2.2.266-268.227
Nakayama, Yuuki, Kei Unoura, Yasuhiro Igarashi, Md. Jamil Hossain, & Hiroshi Sakiyama.
"Synthesis and electrochemistry of dimanganese(II) complexes of phenol-based dinucleating ligands with four methoxyethyl chelating arms." European Journal of Chemistry [Online], 2.2 (2011): 266-268. Web. 16 Aug. 2022
Nakayama, Yuuki, Unoura, Kei, Igarashi, Yasuhiro, Hossain, Md., AND Sakiyama, Hiroshi.
"Synthesis and electrochemistry of dimanganese(II) complexes of phenol-based dinucleating ligands with four methoxyethyl chelating arms" European Journal of Chemistry [Online], Volume 2 Number 2 (30 June 2011)
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DOI Link: https://doi.org/10.5155/eurjchem.2.2.266-268.227
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