Citation: Xu-Feng LIU, Yu-Long LI, Xing-Hai LIU. Synthesis, characterization, electrocatalytic properties, and antifungal activity of isoxazole-containing di-iron complexes[J]. Chinese Journal of Inorganic Chemistry, ;2023, 39(12): 2367-2376. doi: 10.11862/CJIC.2023.204 shu

Synthesis, characterization, electrocatalytic properties, and antifungal activity of isoxazole-containing di-iron complexes

Xu-Feng LIU ^{1, 2,,} ,
Yu-Long LI ³ ,
Xing-Hai LIU ⁴

1.
School of Materials and Chemical Engineering, Ningbo University of Technology, Ningbo, Zhejiang 315211, China
2.
Zhejiang Institute of Tianjin University, Ningbo, Zhejiang 315201, China
3.
College of Chemistry and Environmental Engineering, Key Laboratory of Green Chemistry of Sichuan Institutes of Higher Education, Sichuan University of Science & Engineering, Zigong, Sichuan 643000, China
4.
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China

Corresponding author: Xu-Feng LIU, nkxfliu@126.com
Received Date: 3 August 2023
Revised Date: 6 November 2023

Figures(7)

In this paper, four di-iron complexes with an isoxazole moiety were synthesized and characterized. The reaction of a hydroxy-containing di-iron complex [Fe₂(CO)₆(μ-SCH₂CH(CH₂OH)S)] (1) with 5-methylisoxazole-4-carboxylic acid gave an ester product, named [Fe₂(CO)₆(μ-SCH₂CHCH₂OOC(5-C₃HNOCH₃)S)] (2) in very good yield. The phosphine-bearing analogues, which are named [Fe₂(CO)₅(L)(μ-SCH₂CHCH₂OOC(5-C₃HNOCH₃)S)] where L= P(4-C₆H₄CH₃)₃ (3), P(4-C₆H₄F)₃ (4), P(2-C₆H₄OCH₃)₃ (5), were prepared by the reactions of complex 2 with a monophosphine ligand tri(p-tolyl)phosphine, tris(4-fluorophenyl)phosphine or tris(2-methoxyphenyl)phosphine. Complexes 2-5 have been identified by elemental analyses, spectroscopies, and X-ray crystallography. The electrochemical properties were probed by cyclic voltammetry, which shows that these complexes can catalyze the production of dihydrogen with acetic acid as a proton source. 2 had the lowest overpotential and 4 had the highest catalytic efficiency. Moreover, we have investigated the antifungal activity of these new complexes.
- di-iron complex,
- isoxazole,
- X-ray crystallography,
- electrochemistry,
- antifungal activity
1. [1]
  Cammack R. Hydrogenase sophistication[J]. Nature, 1999,397(6716):214-215. doi: 10.1038/16601
2. [2]
  Peters J W, Lanzilotta W N, Lemon B J, Seefeldt L C. X-ray crystal structure of the Fe-only hydrogenase (CpI) from Clostridium Pasteurianum to 1[J]. 8 angstrom resolution. Science, 1998,282(5395):1853-1858.
3. [3]
  Nicolet Y, Piras C, Legrand P, Hatchikian C E, Fontecilla-Camps J C. Desulfovibrio desulfuricans iron hydrogenase: The structure shows unusual coordination to an active site Fe binuclear center[J]. Structure, 1999,7(1):13-23. doi: 10.1016/S0969-2126(99)80005-7
4. [4]
  Lyon E J, Georgakaki I P, Reibenspies J H, Darensbourg M Y. Carbon monoxide and cyanide ligands in a classical organometallic complex model for Fe-only hydrogenase[J]. Angew. Chem. Int. Ed., 1999,38(21):3178-3180. doi: 10.1002/(SICI)1521-3773(19991102)38:21<3178::AID-ANIE3178>3.0.CO;2-4
5. [5]
  Lawrence J D, Li H X, Rauchfuss T B. Beyond Fe-only hydrogenases: N-functionalized 2-aza-1, 3-dithiolates Fe₂[(SCH₂)₂NR](CO)_x (x=5, 6)[J]. Chem. Commun., 2001:1482-1483.
6. [6]
  Li H X, Rauchfuss T B. Iron carbonyl sulfides, formaldehyde, and amines condense to give the proposed azadithiolate cofactor of the Fe-only hydrogenases[J]. J. Am. Chem. Soc., 2002,124(5):726-727. doi: 10.1021/ja016964n
7. [7]
  Gloaguen F, Lawrence J D, Schmidt M, Wilson S R, Rauchfuss T B. Synthetic and structural studies on[Fe₂(SR)₂(CN)_x(CO)_6-x]^x^- as active site models for Fe-only hydrogenases[J]. J. Am. Chem. Soc., 2001,123(50):12518-12527. doi: 10.1021/ja016071v
8. [8]
  Mejia-Rodriguez R, Chong D, Reibenspies J H, Soriaga M P, Darensbourg M Y. The hydrophilic phosphatriazaadamantane ligand in the development of H₂ production electrocatalysts: Iron hydrogenase model complexes[J]. J. Am. Chem. Soc., 2004,126(38):12004-12014. doi: 10.1021/ja039394v
9. [9]
  Li Y L, Rauchfuss T B. Synthesis of diiron(Ⅰ) dithiolato carbonyl complexes[J]. Chem. Rev., 2016,116(12):7043-7077. doi: 10.1021/acs.chemrev.5b00669
10. [10]
  Le Cloirec A, Best S P, Borg S, Davies S C, Evans D J, Hughes D L, Pickett C J. A di-iron dithiolate possessing structural elements of the carbonyl/cyanide sub-site of the H-centre of Fe-only hydrogenase[J]. Chem. Commun., 1999:2285-2286.
11. [11]
  Schmidt M, Contakes S M, Rauchfuss T B. First generation analogues of the binuclear site in the Fe-only hydrogenases: Fe₂(μ-SR)₂(CO)₄(CN)₂^2-[J]. J. Am. Chem. Soc., 1999,121(41):9736-9737. doi: 10.1021/ja9924187
12. [12]
  Gao W M, Ekström J, Liu J H, Chen C N, Eriksson L, Weng L H, Åkermark B, Sun L C. Binuclear iron-sulfur complexes with bidentate phosphine ligands as active site models of Fe-hydrogenase and their catalytic proton reduction[J]. Inorg. Chem., 2007,46(6):1981-1991. doi: 10.1021/ic0610278
13. [13]
  Ghosh S, Hogarth G, Hollingsworth N, Holt K B, Richard I, Richmond M G, Sanchez B E, Unwin D. Models of the iron-only hydrogenase: A comparison of chelate and bridge isomers of Fe₂(CO)₄{Ph₂PN(R)PPh₂}(μ-pdt) as proton-reduction catalysts[J]. Dalton Trans., 2013,42(19):6775-6792. doi: 10.1039/c3dt50147g
14. [14]
  Capon J F, Hassnaoui S E, Gloaguen F, Schollhammer P, Talarmin J. N-heterocyclic carbene ligands as cyanide mimics in diiron models of the all-iron hydrogenase active site[J]. Organometallics, 2005,24(9):2020-2022. doi: 10.1021/om049132h
15. [15]
  Tye J W, Lee J, Wang H W, Mejia-Rodriguez R, Reibenspies J H, Hall M B, Darensbourg M Y. Dual electron uptake by simultaneous iron and ligand reduction in an N-heterocyclic carbene substituted[FeFe] hydrogenase model compound[J]. Inorg. Chem., 2005,44(16):5550-5552. doi: 10.1021/ic050402d
16. [16]
  Tard C, Liu X M, Ibrahim S K, Bruschi M, De Gioia L, Davies S C, Yang X, Wang L S, Sawers G, Pickett C J. Synthesis of the H-cluster framework of iron-only hydrogenase[J]. Nature, 2005,433(7026):610-613. doi: 10.1038/nature03298
17. [17]
  Hu M Q, Ma C B, Si Y T, Chen C N, Liu Q T. Diiron models for the active site of Fe-only hydrogenase with terminal organosulfur ligation: Synthesis, structures and electrochemistry[J]. J. Inorg. Biochem., 2007,101(10):1370-1375. doi: 10.1016/j.jinorgbio.2007.05.010
18. [18]
  Li Z M, Xiao Z Y, Xu F F, Zeng X H, Liu X M. Enhancement in catalytic proton reduction by an internal base in a diiron pentacarbonyl complex: Its synthesis, characterization, inter-conversion and electrochemical investigation[J]. Dalton Trans., 2017,46(6):1864-1871. doi: 10.1039/C6DT04409C
19. [19]
  Zhong W, Wu L, Jiang W D, Li Y L, Mookan N, Liu X M. Proton-coupled electron transfer in the reduction of diiron hexacarbonyl complexes and its enhancement on the electrocatalytic reduction of protons by a pendant basic group[J]. Dalton Trans., 2019,48(36):13711-13718. doi: 10.1039/C9DT02058F
20. [20]
  Xiao Z Y, Zhong W, Liu X M. Recent developments in electrochemical investigations into iron carbonyl complexes relevant to the iron centres of hydrogenases[J]. Dalton Trans., 2022,51(1):40-47. doi: 10.1039/D1DT02705K
21. [21]
  Ghosh S, Hollingsworth N, Warren M, Hrovat D A, Richmond M G, Hogarth G. Hydrogenase biomimics containing redox-active ligands: Fe₂(CO)₄(μ-edt)(κ²-bpcd) with electronacceptor 4, 5-bis(diphenylphosphino)-4-cyclopenten-1, 3-dione (bpcd) as a potential[Fe₄-S₄]_H surrogate[J]. Dalton Trans., 2019,48(18):6051-6060. doi: 10.1039/C8DT04906H
22. [22]
  Justice A K, Zampella G, De Gioia L, Rauchfuss T B, van der Vlugt J I, Wilson S R. Chelate control of diiron(Ⅰ) dithiolates relevant to the [Fe-Fe]-hydrogenase active site[J]. Inorg. Chem., 2007,46(5):1655-1664. doi: 10.1021/ic0618706
23. [23]
  Unwin D G, Ghosh S, Ridley F, Richmond M G, Holt K B, Hogarth G. Models of the iron-only hydrogenase enzyme: Structure, electrochemistry and catalytic activity of Fe₂(CO)₃(μ-dithiolate)(μ, κ¹, κ²-triphos)[J]. Dalton Trans., 2019,48(18):6174-6190. doi: 10.1039/C9DT00700H
24. [24]
  Li Z, Liu N, Tu J, Ji C J, Han G Y, Wang Y, Sheng C Q. Discovery of novel simplified isoxazole derivatives of sampangine as potent anti-cryptococcal agents[J]. Bioorg. Med. Chem., 2019,27(5):832-840. doi: 10.1016/j.bmc.2019.01.029
25. [25]
  Oubella A, Ait Itto M Y, Auhmani A, Riahi A, Robert A, Daran J C, Morjani H, Parish C A, Esseffar M. Diastereoselective synthesis and cytotoxic evaluation of new isoxazoles and pyrazoles with monoterpenic skeleton[J]. J. Mol. Struct., 2019,1198126924. doi: 10.1016/j.molstruc.2019.126924
26. [26]
  Ye F, Zhai Y, Kang T, Wu S L, Li J J, Gao S, Zhao L X, Fu Y. Rational design, synthesis and structure-activity relationship of novel substituted oxazole isoxazole carboxamides as herbicide safener[J]. Pest. Biochem. Physiol., 2019,157:60-68. doi: 10.1016/j.pestbp.2019.03.003
27. [27]
  Sun R F, Li Y Q, Xiong L X, Liu Y X, Wang Q M. Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group[J]. J. Agric. Food Chem., 2011,59(9):4851-4859. doi: 10.1021/jf200395g
28. [28]
  Kendre B V, Landge M G, Bhusare S R. Synthesis and biological evaluation of some novel pyrazole, isoxazole, benzoxazepine, benzothiazepine and benzodiazepine derivatives bearing an aryl sulfonate moiety as antimicrobial and anti-inflammatory agents[J]. Arab. J. Chem., 2019,12(8):2091-2097. doi: 10.1016/j.arabjc.2015.01.007
29. [29]
  Yan L, Hu K, Liu X F, Li Y L, Liu X H, Jiang Z Q. Diiron ethane-1, 2-dithiolate complexes with 1, 2, 3-thiadiazole moiety: Synthesis, X-ray crystal structures, electrochemistry and fungicidal activity[J]. Appl. Organomet. Chem., 2021,35(2)e6084. doi: 10.1002/aoc.6084
30. [30]
  Liu X F, Li Y L, Liu X H. Heterocyclic pyrazole-containing diiron dithiolato analogues: Synthesis, characterization, electrochemistry, and fungicidal activity[J]. Appl. Organomet. Chem., 2022,36(11)e6884. doi: 10.1002/aoc.6884
31. [31]
  Razavet M, Le Cloirec A, Davies S C, Hughes D L, Pickett C J. X-ray crystallographic analysis of D, L-[Fe₂{SCH₂CH(CH₂OH)S}(CO)₆] reveals a hydrogen-bonded cyclic hexamer with ordered optical centres[J]. Dalton Trans., 2001:3551-3552.
32. [32]
  Schenone P, Fossa P, Menozzi G. Reaction of 2-dimethylaminomethylene-1, 3-diones with dinucleophiles. Ⅹ. Synthesis of 5-substituted ethyl or methyl 4-isoxazolecarboxylates and methyl 4-(2, 2-dimethyl-1-oxopropyl)-5-isoxazolecarboxylate[J]. J. Heterocycl. Chem., 1991,28(2):453-457. doi: 10.1002/jhet.5570280247
33. [33]
  Zhao P H, Ma Z Y, Hu M Y, He J, Wang Y Z, Jing X B, Chen H Y, Li Y L. PNP-chelated and -bridged diiron dithiolate complexes Fe₂(μ-pdt)(CO)₄{(Ph₂P)₂NR} together with related monophosphine complexes for the[2Fe]_H subsite of[FeFe]-hydrogenases: Preparation, structure, and electrocatalysis[J]. Organometallics, 2018,37(8):1280-1290. doi: 10.1021/acs.organomet.8b00030
34. [34]
  Zhao P H, Hu M Y, Li J R, Ma Z Y, Wang Y Z, He J, Li Y L, Liu X F. Influence of dithiolate bridges on the structures and electrocatalytic performance of small bite-angle PNP-chelated diiron complexes Fe₂(μ-xdt)(CO)₄{κ²-(Ph₂P)₂NR} related to[FeFe]-hydrogenases[J]. Organometallics, 2019,38(2):385-394. doi: 10.1021/acs.organomet.8b00759
35. [35]
  Zhao P H, Hu M Y, Li J R, Wang Y Z, Lu B P, Han H F, Liu X F. Impacts of coordination modes (chelate versus bridge) of PNP-diphosphine ligands on the redox and electrocatalytic properties of diiron oxadithiolate complexes for proton reduction[J]. Electrochim. Acta, 2020,353136615. doi: 10.1016/j.electacta.2020.136615
36. [36]
  LIU X F, XU B, XU H, LI Y L. Diiron butane-1, 2-dithiolate complexes with phosphine ligands: Preparation, crystal structures, and electrochemical catalytic performance[J]. Chinese J. Inorg. Chem., 2022,38(12):2521-2529. doi: 10.11862/CJIC.2022.245
37. [37]
  Li Q L, Zhang R F, Ma C L, Lü S, Mu C, Li Y L. Synthesis, characterization, and some electrocatalytic properties of heteromultinuclear Fe^Ⅰ/Ru^Ⅱ clusters[J]. Appl. Organomet. Chem., 2020,34(4)e5461. doi: 10.1002/aoc.5461
38. [38]
  Lü S, Huang H L, Zhang R F, Ma C L, Li Q L, He J, Yang J, Li T, Li Y L. Phosphine-substituted Fe-Te clusters related to the active site of[FeFe]-H₂ases[J]. Inorg. Chem. Front., 2020,7(12):2352-2361. doi: 10.1039/D0QI00276C
39. [39]
  Chen F Y, He J, Mu C, Liu X F, Li Y L, Jiang Z Q, Wu H K. Synthesis and characterization of five diiron ethanedithiolate complexes with acetate group and phosphine ligands[J]. Polyhedron, 2019,160:74-82. doi: 10.1016/j.poly.2018.12.027
40. [40]
  Yan L, Yang J, Liu X F, Li Y L, Liu X H, Jiang Z Q. Binuclear iron butane-1, 2-dithiolate compounds with cyclohexyldiphenylphosphine or dicyclohexylphenylphosphine: Synthetic, spectroscopic, crystal structural, and electrochemical studies[J]. J. Sulfur Chem., 2020,41(4):435-445. doi: 10.1080/17415993.2020.1740225
41. [41]
  Lian M, He J, Yu X Y, Mu C, Liu X F, Li Y L, Jiang Z Q. Diiron ethanedithiolate complexes with acetate ester: Synthesis, characterization and electrochemical properties[J]. J. Organomet. Chem., 2018,870:90-96. doi: 10.1016/j.jorganchem.2018.06.023
42. [42]
  Chong D, Georgakaki I P, Mejia-Rodriguez R, Sanabria-Chinchilla J, Soriaga M P, Darensbourg M Y. Electrocatalysis of hydrogen production by active site analogues of the iron hydrogenase enzyme: Structure/function relationships[J]. Dalton Trans., 2003:4158-4163.
43. [43]
  Yan L, Yang J, Lü S, Liu X F, Li Y L, Liu X H, Jiang Z Q. Phosphine-containing diiron propane-1, 2-dithiolate derivatives: Synthesis, spectroscopy, X-ray crystal structures, and electrochemistry[J]. Catal. Lett., 2021,151(7):1857-1867. doi: 10.1007/s10562-020-03450-2
44. [44]
  Gloaguen F, Lawrence J D, Rauchfuss T B. Biomimetic hydrogen evolution catalyzed by an iron carbonyl thiolate[J]. J. Am. Chem. Soc., 2001,123(38):9476-9477. doi: 10.1021/ja016516f
45. [45]
  Lü S, Zhang R F, Li Q L, He J, Li Y L. Synthesis, characterization and electrochemical properties of two isomers of diiron diselenolato complexes and a new pathway to the μ₄-Se twin cluster[J]. J. Organomet. Chem., 2018,873:66-72. doi: 10.1016/j.jorganchem.2018.08.003
46. [46]
  Liu X F, Ma Z Y, Jin B, Wang D, Zhao P H. Substituent effects of tertiary phosphines on the structures and electrochemical performances of azadithiolato-bridged diiron model complexes of[FeFe]-hydrogenases[J]. Appl. Organomet. Chem., 2022,36(7)e6751. doi: 10.1002/aoc.6751
47. [47]
  Helm M L, Stewart M P, Bullock R M, DuBois M R, DuBois D L. A synthetic nickel electrocatalyst with a turnover frequency above 100 000 s^-1 for H₂ production[J]. Science, 2011,333(6044):863-866. doi: 10.1126/science.1205864
48. [48]
  LIU X F, XU B, XU H, LI Y L. Synthesis, characterization, and electrocatalytic hydrogen evolution of diiron dithiolato pentacarbonyl complexes bearing phosphine ligand[J]. Chinese J. Inorg. Chem., 2023,39(8):1619-1627.
49. [49]
  Liu X H, Qiao L, Zhai Z W, Cai P P, Cantrell C L, Tan C X, Weng J Q, Han L, Wu H K. Novel 4-pyrazole carboxamide derivatives containing flexible chain motif: Design, synthesis and antifungal activity[J]. Pest Manag. Sci., 2019,75(11):2892-2900. doi: 10.1002/ps.5463
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