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Volumn 15, Issue 22, 2009, Pages 5471-5481

Design of and mechanistic studies on a biomimetic iron-imidazole catalyst system for epoxidation of olefins with hydrogen peroxide

Author keywords

Epoxidation; Homogeneous catalysis; Iron; N ligands; Reaction mechanisms

Indexed keywords

BIO-INSPIRED; CATALYST SYSTEM; CATALYTIC ACTIVITY; HOMOGENEOUS CATALYSIS; IN-SITU; IRON CATALYST; MECHANISTIC STUDIES; N LIGANDS; NMR STUDIES; REACTION MECHANISMS; TERMINAL OXIDANTS; X-RAY STUDIES;

EID: 66249089852     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200802731     Document Type: Article
Times cited : (61)

References (74)
  • 5
    • 3042703519 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 2918-2921.
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 2918-2921
  • 7
    • 6044260211 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 5255-5260;
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 5255-5260
  • 18
    • 50049109778 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 3317-3321.
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 3317-3321
  • 20
    • 0035800409 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2001, 40, 2782-2807.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2782-2807
  • 22
    • 66249083974 scopus 로고    scopus 로고
    • b) PDB ID: 2fct; Data were taken from Research Collaboratory for Structural Bioinformatics PDB (http:// www.pdb.org/) and arranged with MBT Protein workshop. As mentioned in the text, a water molecule is omitted in Figure 1.
  • 29
    • 84891568337 scopus 로고    scopus 로고
    • Wiley-VCH, Weinheim
    • For a list of common oxidants, their active oxygen contents and waste products, see: J.-E. Bäckvall, Modern Oxidation Methods, Wiley-VCH, Weinheim 2004, p. 22.
    • (2004) Modern Oxidation Methods , pp. 22
    • Bäckvall, J.-E.1
  • 32
    • 34948835849 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 7293-7296;
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 7293-7296
  • 38
    • 0041648108 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1999, 38, 3026-3028;
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 3026-3028
  • 42
    • 66249125187 scopus 로고    scopus 로고
    • Same reaction conditions as described in Table 1 except for 35 % peracetic acid solution as oxidant
    • Same reaction conditions as described in Table 1 except for 35 % peracetic acid solution as oxidant.
  • 45
  • 48
    • 66249135817 scopus 로고    scopus 로고
    • note
    • Also the combined catalyst containing a mixture of imidazole and 2methylimidazole in a ratio of 9:1 (13.5:1.5) gave comparable yields of 8 % (7 % ) of stilbene oxide, as obtained in the case of pure 2methylimidazole (4%).
  • 55
    • 35548982667 scopus 로고    scopus 로고
    • Chemical shifts were either taken from reported values or determined by NMR measurements of authentic samples. For literature, see: a) L. Zhu, P. Guo, G. Li, J. Lan, R. Xie, J. You, J. Org. Chem. 2007, 72, 8535-8538;
    • (2007) J. Org. Chem. , vol.72 , pp. 8535-8538
    • Zhu, L.1    Guo, P.2    Li, G.3    Lan, J.4    Xie, R.5    You, J.6
  • 58
    • 0000718651 scopus 로고
    • Literature analogues indicate the MLCT band: a) R. Johnson, R. E. Shepherd, Inorg. Chem. 1983, 22, 3506-3513;
    • (1983) Inorg. Chem. , vol.22 , pp. 3506-3513
    • Johnson, R.1    Shepherd, R.E.2
  • 61
    • 66249122230 scopus 로고    scopus 로고
    • See Supporting Information for the UV/Vis titration spectra of imidazole 5
    • See Supporting Information for the UV/Vis titration spectra of imidazole 5.
  • 62
    • 0003641908 scopus 로고    scopus 로고
    • Eds.: K.M. Kadish, K.M. Smith, R. Guilard, Academic Press, New York
    • a) The Porphyrin Handbook, Vol.2 (Eds.: K.M. Kadish, K.M. Smith, R. Guilard), Academic Press, New York, 2000;
    • (2000) The Porphyrin Handbook , vol.2
  • 65
    • 33746287535 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 3992-3995.
    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 3992-3995
  • 71
    • 66249144269 scopus 로고    scopus 로고
    • note
    • There are no differences in yield and conversion between ligand :Fe ratios of 2:1 and 3:1 in the in situ system. This implies that iron species with lower coordination numbers in solution may be involved in the catalytic cycle and/or that further ligand/solvent exchange occurs.
  • 72
    • 66249114786 scopus 로고    scopus 로고
    • For detailed information including NMR, MS and HRMS data, see the Supporting Information
    • For detailed information including NMR, MS and HRMS data, see the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.