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Volumn 277, Issue 1-2, 2007, Pages 61-71

Hydrocarbon oxidation with hydrogen peroxide and pentafluoroiodosylbenzene catalyzed by unusually distorted macrocycle manganese complexes

Author keywords

Azamacrocycle; Catalysis; Hydrocarbon oxidation; Hydrogen peroxide; Manganese complex

Indexed keywords

CATALYSIS; CATALYSTS; EPOXIDATION; HYDROCARBONS; HYDROGEN PEROXIDE; PYRIDINE; STYRENE;

EID: 35348847037     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2007.07.017     Document Type: Article
Times cited : (25)

References (107)
  • 91
    • 35348814518 scopus 로고    scopus 로고
    • note
    • The 1H-NMR spectrum of 2,2′-bipyridyl-6,6′-diacid chloride was published [28].
  • 95
    • 35348913314 scopus 로고    scopus 로고
    • note
    • Macrocycle 4 can be obtained from pure starting bipyridine derivatives. To obtain pure 2,2′-bipyridyl-6,6′-diacid chloride, pure 2,2′-bipyridyl-6,6′-diacid have to be synthesized. Thus, 2,2′-bipyridyl-6,6′-dimethylester was synthesized, because this compound has the higher solubility and it is easy to purify by column chromatography (silica-gel). After purification, 2,2′-bipyridyl-6,6′-dimethyl-ester was converted to 2,2′-bipyridyl-6,6′-diacid by hydrolysis. 1H-NMR data of 2,2′-bipyridyl-6,6′-dimethylester (CDCl3) δ 8.751 (H5, d), 8.172 (H3, d), 8.006 (H4, t).
  • 97
    • 35348898573 scopus 로고    scopus 로고
    • note
    • 5IO was carried out under the reaction conditions of the previously works [18-20].
  • 98
    • 35348815111 scopus 로고    scopus 로고
    • note
    • When norbornene oxidation was carried out in the presence of imidazole, the ratio of norbornene oxide and the total yield increased from 24% to 55% and from 88% to 100%, respectively. It has been reported that the effect of the donor ligand as the cocatalyst is not observed for the salen Mn complexes [21b]. The difference in the reactivity to donor ligand would be dependent upon the character of oxometal. In the case of complex 4, it leaves unanswered the question of whether the product formed by the reaction of oxo-Mn with alkene is cationic intermediate or radical intermediate.
  • 101
    • 35348926175 scopus 로고    scopus 로고
    • The detailed results about this cyclic voltammetry will be published in the future, 2005.
  • 102
    • 35348847317 scopus 로고    scopus 로고
    • note
    • 5IO) are added.
  • 105
    • 35348873927 scopus 로고    scopus 로고
    • note
    • The yields of hydrocarbon oxidation by 4 are considered to be higher than the yields reported in previous papers using the Mn complexes [16,17,21].
  • 106
    • 35348927048 scopus 로고    scopus 로고
    • note
    • To confirm the reliability of the results obtained with complex 4, the oxidation of benzene was carried out by using tetrakis(2,6-dichlorophenyl)porphyrin Mn complex as the catalyst under the same condition. However, the oxidation products such as phenol and 1,4-benzoquinone were not observed.
  • 107
    • 35348841682 scopus 로고    scopus 로고
    • note
    • The trials of structural characterization of X-ray crystallography of the intermediates formed from complexes 2 and 4 were unsuccessful, because these intermediates were too unstable to isolate as a single crystal.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.