Preparation of Dicarbonyl Iron Compounds with a Bidentate Phosphine and Their CO Release Behaviors upon Irradiation
- Corresponding author: Zhi-Yin XIAO, zhiyin.xiao@zjxu.edu.cn Xue-Ming LI, lixueming@glut.edu.cn
Citation:
Jia-Bin LUO, Jin-Zhong GUO, Zhi-Yin XIAO, Wei ZHONG, Xue-Ming LI, Xiao-Ming LIU. Preparation of Dicarbonyl Iron Compounds with a Bidentate Phosphine and Their CO Release Behaviors upon Irradiation[J]. Chinese Journal of Inorganic Chemistry,
;2022, 38(7): 1241-1251.
doi:
10.11862/CJIC.2022.134
Yang X X, Lu W, Hopper C P, Ke B W, Wang B H. Nature's Marvels Endowed in Gaseous Molecules Ⅰ: Carbon Monoxide and its Physiological and Therapeutic Roles[J]. Acta Pharm. Sin. B, 2021,11(6):1434-1445.
ZHOU L L, ZHOU Y Q, TANG Y L, YANG K W, ZHANG L, GAO L X, ZHANG G F, GAO Z W, ZHANG W Q. Antibacterial Fischer Carbenoid CO-Releasing Molecules[J]. Chin. J. Org. Chem., 2016,36(11):2695-2703.
WANG X, SONG M M, SHEN W C, QIN W T, LU W H, SUN B W. Effect and Mechanism of Exogenous Carbon Monoxide Against Excessive Neutrophil Infiltration in Liver and Lung Tissues during Sepsis[J]. Chinese Journal of Trauma, 2015,31(3):201-206.
Liu H P, Gong Y G, Zhang T F, Li N, Zhao Q Y, Chen Y L, Liu B, Zheng Y W. Syntheses, Cytotoxicity and Properties of CO Releasing Molecules Containing Acetyl Salicylamide-3-pyridine[J]. Chin. J. Chem., 2015,33(7):739-748.
RUAN Y L, WANG L, ZHAO Y, WANG J X, CHEN S, MING C S, CHEN G. Carbon Monoxide-Releasing Molecule CORM-2 Protects Against Renal Ischemia-Reperfusion Injury in Mice[J]. Chinese Journal of Organ Transplantation, 2013,34(11):685-689.
YANG Y C, ZHOU J L, HUANG X L, ZHONG W J. Role of CO-Releasing Molecule in the Lung Injuried by Limb Ischemia-Reperfusion[J]. Chinese Journal of Emergency Medicine, 2012,21(1):43-47.
MENG X L, FEI D S, NAN C C, KANG K, PAN S H, LUO Y P, YANG S L, ZHAO M Y. The Effect of CORM-2 on Pulmonary Fibrosis of Aged Mice Induced by Paraquat and Its Mechanism[J]. Chinese Journal of Gerontology, 2012,32(6):1174-1176.
CHEN P, WANG W W, WANG G, CHEN H, SUN B, JIANG H C. An Experimental Study on Protective Effect of Carbon Monoxide Releasing Molecule on Severe Acute Pancreatitis Induced Lung Injury[J]. Chinese Journal of Hepatobiliary Surgery, 2010,16(3):196-199.
Motterlini R, Otterbein L E. The Therapeutic Potential of Carbon Monoxide[J]. Nat. Rev. Drug Discov., 2010,9(9):728-743.
Zhou J L, Li G, Hai Y, Guan L, Huang X L, Sun P. Protection of Carbon Monoxide-Releasing Molecule against Lung Injury Induced by Limb Ischemia-Reperfusion[J]. Chin. J. Traumatol., 2009,12(2):71-76.
Kim H P, Ryter S W, Choi A M K. CO as a Cellular Signaling Molecule[J]. Annu. Rev. Pharmacool. Toxicol., 2006,46(1):411-449.
Motterlini R, Clark J E, Foresti R, Sarathchandra P, Mann B E, Green C J. Carbon Monoxide-Releasing Molecules-Characterization of Biochemical and Vascular Activities[J]. Circ. Res., 2002,90(2):E17-E24.
Ji X Y, Wang B H. Strategies toward Organic Carbon Monoxide Prodrugs[J]. Acc. Chem. Res., 2018,51(6):1377-1385.
MannBE . CO-ReleasingMolecules: APersonalView[J]. Organometallics, 2012,31(16):5728-5735.
Romao C C, Blattler W A, Seixas J D, Bernardes G J L. Developing Drug Molecules for Therapy with Carbon Monoxide[J]. Chem. Soc. Rev., 2012,41(9):3571-3583.
Wright M A, Wright J A. PhotoCORMs: CO Release Moves into the Visible[J]. Dalton Trans., 2016,45(16):6801-6811.
Ling K, Men F, Wang W C, Zhou Y Q, Zhang H W, Ye D W. Carbon Monoxide and Its Controlled Release: Therapeutic Application, Detection and Development of Carbon Monoxide-Releasing Molecules (CO-RMs)[J]. J. Med. Chem., 2017,61(7):2611-2635.
Ford P C. Metal Complex Strategies for Photo-Uncaging the Small Molecule Bioregulators Nitric Oxide and Carbon Monoxide[J]. Coord. Chem. Rev., 2018,376:548-564.
Wang P P, Liu H P, Zhao Q Y, Chen Y L, Liu B, Zhang B P, Zheng Q. Syntheses and Evaluation of Drug-Like Properties of CO-Releasing Molecules Containing Ruthenium and Group 6 Metal[J]. Eur. J. Med. Chem., 2014,74:199-215.
Zhang T F, Li M, Gong Y G, Xi N, Zheng Y W, Zhao Q Y, Chen Y L, Liu B. Syntheses, Properties and Bio-activities of Water-Soluble CO-Releasing Molecule Based on Manganese[J]. J. Biol. Inorg. Chem., 2016,21(7):807-824.
ZHANG X L, TIAN G, ZHANG X, WANG Q, GU Z J. Controlled Release of Carbon Monoxide Based on Nanomaterials and Their Biomedical Applications[J]. Acta Chim. Sinica, 2019,77(5):406-417.
Shao C C, Duan H Y, Min Y Q, Zhang X H. Diphenyl Cyclopropenone-Centered Polymers for Site-Specific CO-Releasing and Chain Dissociation[J]. Chin. Chem. Lett., 2020,31(1):299-302.
Jiang X J, Xiao Z Y, Zhong W, Liu X M. Brief Survey of Diiron and Monoiron Carbonyl Complexes and Their Potentials as CO-Releasing Molecules (CORMs)[J]. Coord. Chem. Rev., 2021,429213634.
LIANG S W, ZHONG W, ZHAN C X, ZHAO J, LI W Q, YE P, WANG H D, SHEN J, FAN L, XIAO Z Y, LIU X M. Synthesis and Characterization of [FeFe]-Hydrogenase Model Complex Functionalized Polymers Based on Different Content of Alkaline Group[J]. Chinese J. Inorg. Chem., 2015,31(1):87-96.
Mann B E. Carbon Monoxide: An Essential Signalling Molecule[J]. Top. Organomet. Chem., 2010,32:247-285.
Zhang W Q, Atkin A J, Thatcher R J, Whitwood A C, Fairlamb I J S, Lynam J M. Diversity and Design of Metal-Based Carbon Monoxide-Releasing Molecules (CO-RMs) in Aqueous Systems: Revealing the Essential Trends[J]. Dalton Trans., 2009(22):4351-4358.
Zhou N, Peng L, Salgado S H, Yuan J Y, Wang X S. Synthesis of Air-Stable Cyclopentadienyl Fe(CO)2(Fp) Polymers by a Host-Guest Interaction of Cyclodextrin with Air-Sensitive Fp Pendant Groups[J]. Angew. Chem. Int. Ed., 2017,56(22):6246-6250.
Nakae T, Hirotsu M, Nakajima H. CO Release from N, C, S-Pincer Iron(Ⅲ) Carbonyl Complexes Induced by Visible-to-NIR Light Irradiation: Mechanistic Insight into Effects of Axial Phosphorus Ligands[J]. Inorg. Chem., 2018,57(14):8615-8626.
Guo Z M, Jin J, Xiao Z Y, Chen N W, Jiang X J, Liu X M, Wu L F, He Y, Zhang S H. Four Iron(Ⅱ) Carbonyl Complexes Containing both Pyridyl and Halide Ligands: Their Synthesis, Characterization, Stability, and Anticancer Activity[J]. Appl. Organomet. Chem., 2021,35(1)e6045.
Guo J Z, Guo Z M, Xiao Z Y, Jin J, Yang X Q, He Y, Liu X M. Further Exploration of the Reaction between cis-[Fe(CO)4I2] and Alkylamines: An Aminium Salt of fac-[Fe(CO)3I3]- or an Amine-Bound Complex of fac-[Fe(CO)3I2(NH2R)]?[J]. Organomet. Chem., 2021,35(8)e6280.
Yang X Q, Jin J, Guo Z M, Xiao Z Y, Chen N W, Jiang X J, He Y, Liu X M. The Monoiron Anion fac-[Fe(CO)3I3]- and Its Organic Aminium Salts: Their Preparation, CO-Release, and Cytotoxicity[J]. New J. Chem., 2020,44(25):10300-10308.
Xiao Z Y, Jiang R, Jin J, Yang X Q, Xu B Y, Liu X M, He Y B, He Y. Diiron(Ⅱ) Pentacarbonyl Complexes as CO-Releasing Molecules: Their Synthesis, Characterization, CO-Releasing Behaviour and Biocompatibility[J]. Dalton Trans., 2019,48(2):468-477.
Ou J, Zheng W H, Xiao Z Y, Yan Y P, Jiang X J, Dou Y, Jiang R, Liu X M. Core-Shell Materials Bearing Iron (Ⅱ) Carbonyl Units and Their CO-Release via an Upconversion Process[J]. J. Mater. Chem. B, 2017,5(41):8161-8168.
Jiang X J, Chen L M, Wang X, Long L, Xiao Z Y, Liu X M. Photoinduced Carbon Monoxide Release from Half-Sandwich Iron (Ⅱ) Carbonyl Complexes by Visible Irradiation: Kinetic Analysis and Mechanistic Investigation[J]. Chem. Eur. J., 2015,21(37):13065-13072.
Long L, Jiang X J, Wang X, Xiao Z Y, Liu X M. Water-Soluble Diiron Hexacarbonyl Complex as a CO-RM: Controllable CO-Releasing, Releasing Mechanism and Biocompatibility[J]. Dalton Trans., 2013,42(44):15663-15669.
Xiao Z Y, Natarajan M, Zhong W, Liu X M. Probing into the Electrochemistry of Four Nickel (Ⅱ) and Cobalt (Ⅱ) Complexes with Azadiphosphine Ligands (PNP) and Their Catalysis on Proton Reduction[J]. Electrochim. Acta, 2020,340135998.
Xiao Z Y, Wei Z H, Long L, Wang Y L, Evans D J, Liu X M. Diiron Carbonyl Complexes Possessing a {Fe(Ⅱ)Fe(Ⅱ)} Core: Synthesis, Characterisation, and Electrochemical Investigation[J]. Dalton Trans., 2011,40(16):4291-4299.
Li B, Liu T B, Popescu C V, Bilko A, Darensbourg M Y. Synthesis and Mossbauer Characterization of Octahedral Iron(Ⅱ) Carbonyl Complexes FeI2(CO)3L and FeI2(CO)2L2: Developing Models of the [Fe]-H2ase Active Site[J]. Inorg. Chem., 2009,48(23):11283-11289.
Ma X Y, Zhang X, Wang J C, Li S, Zhang T Y, Jiang S, Li B. Diphosphine Ligand-Containing Model Complex of [Fe]-H2ase Active Site as Direct Phenol Hydroxylation Catalyst in the Aqueous Phase[J]. J. Chem. Technol. Biotechnol., 2022,97(5):1200-1206.
Eady S C, Breault T, Thompson L, Lehnert N. Highly Functionalizable Penta-Coordinate Iron Hydrogen Production Catalysts with Low Overpotentials[J]. Dalton Trans., 2016,45(3):1138-1151.
Wang X F, Li Z M, Zeng X R, Luo Q Y, Evans D J, Pickett C J, Liu X M. The Iron Centre of the Cluster-Free Hydrogenase (Hmd): Low-Spin Fe(Ⅱ) or Low-Spin Fe(0)? Chem[J]. Commun., 2008(30):3555-3557.
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c=100 μmol·L-1
c=5 mmol·L-1; Solvent: DMSO
c=5 mmol·L-1; Solvent: DMSO
c=5 mmol·L-1; Solvent: DMSO
c=5 mmol·L-1; Solvent: DMSO