10349-31-2Relevant articles and documents
Iron(II) complexes supported by sulfonamido tripodal ligands: Endogenous versus exogenous substrate oxidation
Cook, Sarah A.,Ziller, Joseph W.,Borovik
, p. 11029 - 11035 (2014)
High-valent iron species are known to act as powerful oxidants in both natural and synthetic systems. While biological enzymes have evolved to prevent self-oxidation by these highly reactive species, development of organic ligand frameworks that are capable of supporting a high-valent iron center remains a challenge in synthetic chemistry. We describe here the reactivity of an Fe(II) complex that is supported by a tripodal sulfonamide ligand with both dioxygen and an oxygen-atom transfer reagent, 4-methylmorpholine-N-oxide (NMO). An Fe(III)-hydroxide complex is obtained from reaction with dioxygen, while NMO gives an Fe(III)-alkoxide product resulting from activation of a C-H bond of the ligand. Inclusion of Ca2+ ions in the reaction with NMO prevented this ligand activation and resulted in isolation of an Fe(III)-hydroxide complex in which the Ca2+ ion is coordinated to the tripodal sulfonamide ligand and the hydroxo ligand. Modification of the ligand allowed the Fe(III)-hydroxide complex to be isolated from NMO in the absence of Ca2+ ions, and a C-H bond of an external substrate could be activated during the reaction. This study highlights the importance of robust ligand design in the development of synthetic catalysts that utilize a high-valent iron center. (Chemical Equation Presented).
Arene Hydrides, 8. - SET vs. Nucleophilic Attack in Reactions of α-Bromoisobutyrophenone with Carbanions. Fragmentation of the Anion of Tetrahydrobianthracene
Werry, Juergen,Stamm, Helmut,Sommer, Andreas
, p. 1553 - 1562 (2007/10/02)
SET is the main reaction pathway between α-bromoisobutyrophenone (1) and the carbanions 7a-j- of diarylmethanes or disubstituted acetonitriles: 7- 7. + e and e + 1 Br- PhCOCMe2. (3).Main secon
Synthesis of Oligomeric Chains with 9,10-Dihydroanthracene Units by Carbanion Alkylation
Bender, Dietmar,Herbst, Heinz,Schade, Peter,Muellen, Klaus
, p. 1177 - 1186 (2007/10/02)
Deprotonation of 9,10-dihydroanthracene (2) affords the monoanion 6 which is subjected to alkylation reactions with mono and bifunctional electrophiles.Crucial intermediates in syntheses using 6 are 9-(3-bromopropyl)-9,10-dihydroanthracene (7) and 1,3-bis(9,10-dihydro-9-anthryl)propane (9) since they provide access to linear oligomers in which 9,10-dihydroanthracene units are linked by trimethylene groups.The alkylation processes of these species can be extended to the structurally related polymer 4.The regio- and stereoselectivity of alkylation reactions are investigated by 1H- and 13C-NMR spectroscopy.