Direct evidence for a ruthenium(IV) oxo complex-mediated oxidation of a hydroxamic acid in the presence of phosphine oxide donors

被引:32
作者
Flower, KR
Lightfoot, AP
Wan, HL
Whiting, A
机构
[1] UMIST, Dept Chem, Manchester M60 1QD, Lancs, England
[2] GlaxoSmithKline Pharmaceut, Harlow CM19 5AW, Essex, England
关键词
D O I
10.1039/b106338n
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ruthenium(II) complexes can be used to oxidise N-Boc hydroxylamine in the presence of tert-butylhydroperoxide to the corresponding nitroso dienophile, which is trapped using cyclohexa-1,3-diene as the hetero-Diels-Alder adduct; direct evidence has been obtained for the intervention of a triphenylphosphine oxide-stabilised ruthenium(IV) oxo-complex as the catalytically active species.
引用
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页码:1812 / 1813
页数:2
相关论文
共 14 条
[1]  
ARBUZOV YA, 1948, DOKL AKAD NAUK SSSR+, V60, P993
[2]   Combinatorial and rapid screening approaches to homogeneous catalyst discovery and optimization [J].
Crabtree, RH .
CHEMICAL COMMUNICATIONS, 1999, (17) :1611-1616
[3]   FORMATION AND INTERCONVERSION OF OXAZINES AND DIOXAZINES FROM THE REACTION OF NITROSOCARBONYL COMPOUNDS WITH CYCLOPENTADIENES [J].
DAO, LH ;
DUST, JM ;
MACKAY, D ;
WATSON, KN .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1979, 57 (13) :1712-1719
[4]   ADDITION OF AROMATIC NITROSO COMPOUNDS TO CONJUGATED DIENES [J].
HAMER, J ;
AHMAD, M ;
HOLLIDAY, RE .
JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (11) :3034-&
[5]  
KIRBY GW, 1977, TETRAHEDRON LETT, P215
[6]   NITROSOCARBONYL COMPOUNDS AS INTERMEDIATES IN OXIDATIVE CLEAVAGE OF HYDROXAMIC ACIDS [J].
KIRBY, GW ;
SWEENY, JG .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (19) :704-705
[7]   ELECTROPHILIC C-NITROSO-COMPOUNDS [J].
KIRBY, GW .
CHEMICAL SOCIETY REVIEWS, 1977, 6 (01) :1-24
[8]   ADDITIONSREAKTIONEN NITROSOGRUPPE .6. KINETIK DER DIELS-ALDER-REAKTIONEN VON NITROSOBENZOLEN [J].
KRESZE, G ;
ZIMMER, H ;
FIRL, J ;
WOLLNIK, U .
TETRAHEDRON, 1964, 20 (06) :1605-&
[9]  
Liang JL, 2001, CHEM-EUR J, V7, P2306, DOI 10.1002/1521-3765(20010601)7:11<2306::AID-CHEM23060>3.0.CO
[10]  
2-5