OXIDATION OF ALKANES BY DIOXYGEN CATALYZED BY PHOTOACTIVATED IRON PORPHYRINS

被引:71
作者
MALDOTTI, A [1 ]
BARTOCCI, C [1 ]
AMADELLI, R [1 ]
POLO, E [1 ]
BATTIONI, P [1 ]
MANSUY, D [1 ]
机构
[1] UNIV PARIS 05,CHIM & BIOCHIM PHARMACOL & TOXICOL LAB,CNRS,URA 400,F-75270 PARIS 06,FRANCE
关键词
D O I
10.1039/c39910001487
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cycloalkanes were oxidized by O2 itself under mild conditions (22-degrees-C; 200 Torr of O2) in the presence of catalytic amounts of a polyhalogenated porphyrin-iron(III)-hydroxo complex irradiated with light of wavelength between 350 and 450 nm; these oxidations occurred without consumption of a reducing agent, selectively transformed cyclohexane into cyclohexanone under appropriate conditions (about 0.2 turnover per min), and did not involve Fe(v) = O active species but, more probably, iron-alkylperoxo intermediates.
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页码:1487 / 1489
页数:3
相关论文
共 19 条
[1]   DIOXYGEN INSERTION INTO IRON(III)-CARBON BONDS - NMR-STUDIES OF THE FORMATION AND REACTIVITY OF ALKYLPEROXO COMPLEXES OF IRON(III) PORPHYRINS [J].
ARASASINGHAM, RD ;
BALCH, AL ;
CORNMAN, CR ;
LATOSGRAZYNSKI, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (12) :4357-4363
[2]   PHOTO-REDUCTION OF HEMIN IN ALCOHOL-CONTAINING MIXED-SOLVENTS [J].
BARTOCCI, C ;
SCANDOLA, F ;
FERRI, A ;
CARASSITI, V .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (23) :7067-7072
[3]   PHOTOREDOX AND PHOTOCATALYTIC CHARACTERISTICS OF VARIOUS IRON MESO-TETRAARYLPORPHYRINS [J].
BARTOCCI, C ;
MALDOTTI, A ;
VARANI, G ;
BATTIONI, P ;
CARASSITI, V ;
MANSUY, D .
INORGANIC CHEMISTRY, 1991, 30 (06) :1255-1259
[4]   HYDROXYLATION OF LINEAR ALKANES CATALYZED BY IRON PORPHYRINS - PARTICULAR EFFICACY AND REGIOSELECTIVITY OF PERHALOGENATED PORPHYRINS [J].
BARTOLI, JF ;
BRIGAUD, O ;
BATTIONI, P ;
MANSUY, D .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (06) :440-442
[5]   PHOTO-REDUCTION OF IRON(III)PORPHYRINS [J].
BIZET, C ;
MORLIERE, P ;
BRAULT, D ;
DELGADO, O ;
BAZIN, M ;
SANTUS, R .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1981, 34 (03) :315-321
[6]   SELECTIVE AIR OXIDATION OF LIGHT ALKANES CATALYZED BY ACTIVATED METALLOPORPHYRINS - THE SEARCH FOR A SUPRABIOTIC SYSTEM [J].
ELLIS, PE ;
LYONS, JE .
COORDINATION CHEMISTRY REVIEWS, 1990, 105 :181-193
[7]   ELECTRON-SPIN RESONANCE STUDY OF SPIN ADDUCTS OF OH AND HO2 RADICALS WITH NITRONES IN ULTRAVIOLET PHOTOLYSIS OF AQUEOUS HYDROGEN-PEROXIDE SOLUTIONS [J].
HARBOUR, JR ;
CHOW, V ;
BOLTON, JR .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1974, 52 (20) :3549-3553
[8]   PHOTOCHEMISTRY OF (5,10,15,20-TETRAPHENYLPORPHYRINATO)IRON(III) HALIDE-COMPLEXES, FE(TPP) (X) [J].
HENDRICKSON, DN ;
KINNAIRD, MG ;
SUSLICK, KS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (04) :1243-1244
[9]   SPIN TRAPPING [J].
JANZEN, EG .
ACCOUNTS OF CHEMICAL RESEARCH, 1971, 4 (01) :31-&
[10]   THE ROLE OF OXYGEN IN THE MECHANISM OF THE INTRAMOLECULAR PHOTOREDOX REACTION OF FEIII PROTOPORPHYRIN-IX IN ALKALINE AQUEOUS ETHANOL [J].
MALDOTTI, A ;
BARTOCCI, C ;
CHIORBOLI, C ;
FERRI, A ;
CARASSITI, V .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (13) :881-882