Citation: Lan Yu, Qi Wang, Lu Dai, Wei-Ying Li, Rong Chen, Mian HR Mahmood, Hai-Yang Liu, Chi-Kwong Chang. Solvent effects on oxygen atom transfer reaction between manganese(V)-oxo corrole and alkene[J]. Chinese Chemical Letters, ;2013, 24(6): 447-449. shu

Solvent effects on oxygen atom transfer reaction between manganese(V)-oxo corrole and alkene

Lan Yu ^a ,
Qi Wang ^a ,
Lu Dai ^a ,
Wei-Ying Li ^a ,
Rong Chen ^a ,
Mian HR Mahmood ^a ,
Hai-Yang Liu ^a,, ,
Chi-Kwong Chang ^b,,

1.
a Department of Chemistry, South China University of Technology, Guangzhou 510640, China;
b Department of Chemistry, Michigan State University, E.
b Department of Chemistry, Michigan State University, E. Lansing, MI 48824, USA

Corresponding author: Hai-Yang Liu, Chi-Kwong Chang,
Received Date: 16 January 2013
Available Online: 3 March 2013

-first order reaction rate constants of 5,10,15-tris(pentafluorophenyl)corrole Mn(V)-oxo (F₅CMn(V)-oxo), 5,15-bis(pentafluorophenyl)-10-(phenyl)corrole Mn(V)-oxo (F₁₀CMn(V)-oxo), 5,15-bis(phenyl)-10-(pentafluorophenyl)corrole Mn(V)-oxo (F₅CMn(V)-oxo) and 5,10,15-tris(phenyl)corrole Mn(V)-oxo (F₀CMn(V)-oxo) with a series of alkene substrates in different solvents were determined by UV-vis spectroscopy. The results indicated that the oxygen atom transfer pathway between Mn(V)-oxo corrole and alkene is solvent-dependent.
- Corrole,
- Mn(V)-oxo corrole,
- Oxygen atom transfer reaction,
- Solvent effect
1. [1]
  [1] J. McMaster, C.D. Garner, E.I. Stiefel, Hydrogen, carbon, and sulfur metabolim, in: I. Bertini, H.B. Gary, E.I. Stiefel, et al. (Eds.), Biological Inorganic Chemistry, Structure and Reactivity, University Science Books, Sausalito, California, 2007, pp. 443-555.
2. [2]
  [2] Y. Mishina, C. He, Oxidative dealkylation DNA repair mediated by the mononuclear non-heme iron AlkB proteins, J. Inorg. Biochem. 100 (2006) 670-678.
3. [3]
  [3] M. Dekker, Metals ions in biological system, in: A. Sigel, H. Sigel (Eds.), Molybdenum and Tungsten: Their Roles in Biological Processes, vol. 39, CRC Press Inc., New York, 2002.
4. [4]
  [4] K.A. Prokop, H.M. Neu, S.P. de Visser, et al., A manganese(V)-oxo β-cation radical complex: influence of one-electron oxidation on oxygen-atom transfer, J. Am. Chem. Soc. 133 (2011) 15874-15877.
5. [5]
  [5] C. Erben, S. Will, K.M. Kadish, Metallocorroles: molecular structure, spectroscopy and electronic states, in: K.M. Kadish, K.M. Smith, R. Guilard (Eds.), The Porphyrin Handbook, vol. 2, Academic Press Inc., San Diego, CA, 2000, pp. 233-295.
6. [6]
  [6] R. Zhang, M. Newcomb, Laser flash photolysis formation and direct kinetic studies of manganese(V)-oxo porphyrin intermediates, J. Am. Chem. Soc. 125 (2003) 12418-12419.
7. [7]
  [7] Z. Gross, G. Golubkov, L. Simkhovich, Epoxidation catalysis by a manganese corrole and isolation of an oxomanganese(V) corrole, Angew. Chem. Int. Ed. 39 (2000) 4045-4047.
8. [8]
  [8] R. Zhang, D.N. Harishchandra, N. Newcomb, Laser flash photolysis generation and kinetic studies of corrole-manganese(v)-oxo intermediates, Chem. Eur. J. 11 (2005) 5713-5720.
9. [9]
  [9] H.Y. Liu, T.S. Lai, L.L. Yeung, et al., First synthesis of perfluorinated corrole and its Mn≡O complex, Org. Lett. 5 (2003) 617-620.
10. [10]
  [10] H.Y. Liu, H. Zhou, L.Y. Liu, et al., The effect of axial ligand on the reactivity of oxomanganese(V) corrole, Chem. Lett. 36 (2007) 274-275.
11. [11]
  [11] H.Y. Liu, F. Yam, Y.T. Xie, et al., A bulky bis-pocket manganese(V)-oxo corrole complex: observation of oxygen atom transfer between triply bonded Mn^V≡O and alkene, J. Am. Chem. Soc. 131 (2009) 12890-12891.
12. [12]
  [12] C. Zhu, J. Liang, B. Wang, et al., Significant effect of spin flip on the oxygen atom transfer reaction from (oxo)manganese(v) corroles to thioanisole: insights from density functional calculations, Phys. Chem. Chem. Phys. 14 (2012) 12800-12806.
13. [13]
  [13] T. Michel, D. Betz, M. Cokoja, et al., Epoxidation of alpha-pinene catalyzed by methyltrioxorheniurn(Ⅶ): influence of additives, oxidants and solvents, J. Mol. Catal. A: Chem. 340 (2011) 9-14.
14. [14]
  [14] R.S. Czernuszewicz, V. Mody, A. Czader, et al., Why the chromyl bond is stronger than the perchromyl bond in high-valent oxochromium(Ⅳ,Ⅴ) complexes of tris(pentafluorophenyl)corrole, J. Am. Chem. Soc. 131 (2009) 14214-14215.
15. [15]
  [15] V.V. Mody, M.B. Fitzpatrick, S.S. Zabaneh, et al., Solvent effects on the electronic and vibrational properties of high-valent oxomolybdenum(V) 5,10,15-triphenylcorrole probed by UV-visible and resonance Raman spectroscopy, J. Porphyrins Phthalocyanines 13 (2009) 1040-1052.
16. [16]
  [16] P. Lian, H.Y. Liu, L. Chen, et al., Demetalation of manganese corroles, Chin. J. Inorg. Chem. 25 (2009) 1420-1425.
17. [17]
  [17] H.Y. Liu, M.H.R. Mahmood, S.X. Qiu, C.K. Chang, Recent developments in manganese corrole chemistry, Coordin. Chem. Rev. 257 (2013) 1306-1333.
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沈阳化工大学材料科学与工程学院沈阳 110142