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1,1′-bis(diphenylphosphino)ferrocene as an intramolecular or intermolecular bridging ligand related to the phenyl-functionalized diiron propanedithiolate complex: synthesis and catalysis of the reduction of protons

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Abstract

Reaction of the diiron propanedithiolate complex [μ-(SCH2)2CHC6H5]Fe2(CO)6 (A) with 1,1′-bis(diphenylphosphino)ferrocene (dppf) in refluxing xylene yielded an intramolecular bridged complex [(μ-SCH2)2CHC6H5]Fe2(CO)4(μ-dppf) (1), while in MeCN in the presence of Me3NO·2H2O gave an intermolecular bridged complex [(μ-SCH2)2CHC6H5Fe2(CO)5]2(μ,κ1,κ1-dppf) (2). The structures of both complexes were fully characterized by spectroscopic methods and X-ray crystallography. In the solid state, the diphosphine spans the iron–iron vector, adopting cis basal–basal arrangement as expected in intramolecular bridged complex 1, while the diphosphine connects the two [2Fe2S] clusters by coordinating one of the two Fe atoms of each [2Fe2S] cluster in intermolecular bridged complex 2. The Fe–Fe bond length of 2.63 Å in 1 is longer than that in 2, among the longest of Fe–Fe bonds in the synthetic active sites of Fe–Fe hydrogenases. Electrochemical investigation showed that complex 1 catalyzed the reduction of protons to give dihydrogen in the presence of HBF4, but did not catalyze the oxidation of dihydrogen in the presence of pyridine.

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References

  1. Georgakaki IP, Thomson LM, Lyon EJ, Hall MB, Darensbourg MY (2003) Coord Chem Rev 238–239:255

    Article  Google Scholar 

  2. Gloaguen F, Rauchfuss TB (2009) Chem Soc Rev 38:100

    Article  CAS  Google Scholar 

  3. Tard C, Pickett CJ (2009) Chem Rev 109:2245

    Article  CAS  Google Scholar 

  4. Peters JW, Lanzilotta WN, Lemon BJ (1998) Science 282:1853

    Article  CAS  Google Scholar 

  5. Nicolet Y, Piras C, Legrand P, Hatchikian CE, Fontecilla-Camps JC (1999) Structure 7:13

    Article  CAS  Google Scholar 

  6. Vignais PM, Billoud B (2007) Chem Rev 107:4206

    Article  CAS  Google Scholar 

  7. Wang WG, Rauchfuss TB, Zhu LY (2014) J Am Chem Soc 136:5773

    Article  CAS  Google Scholar 

  8. Manor BC, Rauchfuss TB (2013) J Am Chem Soc 135:11895

    Article  CAS  Google Scholar 

  9. Fontecilla-Camps JC, Volbeda A, Cavazza C, Nicolet Y (2007) Chem Rev 107:4273

    Article  CAS  Google Scholar 

  10. Felton GAN, Mebi CA, Petro BJ, Vannucci AK, Evans DH, Glass RS, Lichtenberger DL (2009) J Organomet Chem 694:2681

    Article  CAS  Google Scholar 

  11. Wang N, Wang M, Chen L, Sun LC (2013) Dalton Trans 42:12059

    Article  CAS  Google Scholar 

  12. Ghosh S, Hogarth G, Hollingsworth N, Holt KB, Kabirc SE, Sanchez BE (2014) Chem Commun 50:945

    Article  CAS  Google Scholar 

  13. Li CG, Zhu Y, Jiao XX, Fu XQ (2014) Polyhedron 67:416

    Article  CAS  Google Scholar 

  14. Dolomanov OV, Bourhis LJ, Gildea RJ, Howard JAK, Puschmann H (2009) J Appl Cryst 42:339

    Article  CAS  Google Scholar 

  15. Sheldrick GM (2008) Acta Cryst A64:112

    Article  Google Scholar 

  16. Song LC, Li CG, Ge JH, Yang ZY, Wang HT, Zhang J, Hu QM (2008) J Inorg Biochem 102:1973

    Article  CAS  Google Scholar 

  17. Adam FI, Hogarth G, Kabir SE, Richards I (2008) C R Chimie 11:890

    Article  CAS  Google Scholar 

  18. Gao WM, Ekström J, Liu JH, Chen CN, Eriksson L, Weng LH, Åkermark B, Sun LC (2007) Inorg Chem 46:1981

    Article  CAS  Google Scholar 

  19. Liu XF (2014) J Organomet Chem 750:117

    Article  CAS  Google Scholar 

  20. Liu XF, Yin BS (2010) J Coord Chem 63:4061

    Article  CAS  Google Scholar 

  21. Adam FI, Hogarth G, Richards I (2007) J Organomet Chem 692:3957

    Article  CAS  Google Scholar 

  22. Li CG, Xue F, Cui MJ, Shang JY (2014) J Clust Sci. doi:10.1007/s10876-014-0763-8

    Google Scholar 

  23. Song LC, Yang ZY, Bian HZ, Hu QM (2004) Organometallics 23:3082

    Article  CAS  Google Scholar 

  24. Song LC, Yang ZY, Bian HZ, Liu Y, Wang HT, Liu XF, Hu QM (2005) Organometallics 24:6126

    Article  CAS  Google Scholar 

  25. Li P, Wang M, He CJ, Li GH, Liu XY, Chen CN, Åkermark B, Sun LC (2005) Eur J Inorg Chem 2506

  26. Wang N, Wang M, Liu J, Jin K, Chen L, Sun LC (2009) Inorg Chem 48:11551

    Article  CAS  Google Scholar 

  27. Chong D, Georgakaki IP, Mejia-Rodriguez R, Sanabria-Chinchilla J, Soriaga MP, Darensbourg MY (2003) Dalton Trans 4158

  28. Borg SJ, Behrsing T, Best SP, Razavet M, Liu X, Pickett CJ (2004) J Am Chem Soc 126:16988

    Article  CAS  Google Scholar 

  29. Gloaguen F, Lawrence JD, Rauchfuss TB (2001) J Am Chem Soc 123:9476

    Article  CAS  Google Scholar 

  30. Felton GAN, Glass RS, Lichtenberger DL, Evans DH (2006) Inorg Chem 45:9181

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work is supported by the Chinese National Natural Science Foundation under Grant [No. 21072046]; the Chinese National Training Programs of Innovation and Entrepreneurship for Undergraduates under Grant (No. 201210467022).

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Henan Institute of Science and Technology, Xinxiang, 453003, People’s Republic of China

    Chang-Gong Li, Feng Xue, Mao-Jin Cui & Jing-Yan Shang

  2. Xinxiang Municipal Key Laboratory of Functional Organic Molecular, Xinxiang, 453003, People’s Republic of China

    Tian-Jun Lou

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  1. Chang-Gong Li
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  2. Feng Xue
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  3. Mao-Jin Cui
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  4. Jing-Yan Shang
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Correspondence to Chang-Gong Li.

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Li, CG., Xue, F., Cui, MJ. et al. 1,1′-bis(diphenylphosphino)ferrocene as an intramolecular or intermolecular bridging ligand related to the phenyl-functionalized diiron propanedithiolate complex: synthesis and catalysis of the reduction of protons. Transition Met Chem 40, 47–52 (2015). https://doi.org/10.1007/s11243-014-9888-8

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