FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W1967687130> ?p ?o ?g. }

• W1967687130 endingPage "6293" @default.
• W1967687130 startingPage "6284" @default.
• W1967687130 abstract "The iron(III) complexes of the monophenolate ligands 2-(bis(pyrid-2-ylmethyl)aminomethyl)-4-nitrophenol [H(L1)], N,N-dimethyl-N‘-(pyrid-2-ylmethyl)-N‘-(2-hydroxy-4-nitrobenzyl)ethylenediamine [H(L2)], N,N-dimethyl-N‘-(6-methyl-pyrid-2-ylmethyl)-N‘-(2-hydroxy-4-nitrobenzyl)ethylenediamine [H(L3)], and N,N-dimethyl-N‘-(1-methylimidazole-2-ylmethyl)-N‘-(2-hydroxy-4-nitrobenzyl)ethylenediamine [H(L4)] have been obtained and studied as structural and functional models for the intradiol-cleaving catechol dioxygenase enzymes. The complexes [Fe(L1)Cl2]·CH3CN (1), [Fe(L2)Cl2] (2), [Fe(L3)Cl2] (3), and [Fe(L4)Cl2] (4) have been characterized using absorption spectral and electrochemical methods. The single crystal X-ray crystal structures of 1 and 2 have been successfully determined. Both the complexes possess a rhombically distorted octahedral coordination geometry for the FeN3OCl2 chromophore. In 2, the phenolate oxygen, the pyridine nitrogen, an amine nitrogen, and a chloride ion are located on the corners of a square plane with the nitrogen atom of a −NMe2 group and the other chloride ion occupying the axial positions. In 1, also the equatorial plane is constituted by the phenolate oxygen, the pyridine nitrogen, an amine nitrogen atom, and a chloride ion; however, the axial positions are occupied by the second pyridine nitrogen and the second chloride ion. Interestingly, the Fe−O−C angle of 136.1° observed for 2 is higher than that (128.5°) in 1; however, the Fe−O(phenolate) bond distances in both the complexes are the same (1.929 Å). This illustrates the importance of the nearby sterically demanding coordinated −NMe2 group and implies similar stereochemical constraints from the other ligated amino acid moieties in the 3,4-PCD enzymes, the enzyme activity of which is traced to the difference in the equatorial and axial Fe−O(tyrosinate) bonds (Fe−O−C, 133°, 148°). The nature of heterocyclic rings of the ligands and the methyl substituents on them regulates the electronic spectral features, FeIII/FeII redox potentials, and catechol cleavage activity of the complexes. Upon interacting the complexes with catecholate anions, two catecholate to iron(III) charge transfer bands appear, and the low energy band is similar to that of catechol dioxygenase−substrate complex. Complexes 1 and 3 fail to catalyze the oxidative intradiol cleavage of 3,5-di-tert-butylcatechol (H2DBC). However, interestingly, the replacement of pyridine pendant in 1 by the −NMe2 group to obtain 2 restores the dioxygenase activity, which is consistent with its higher Fe−O−C bond angle. Remarkably, the more basic N-methylimidazole ring in 4 facilitates the rate-determining product releasing phase of the catalytic reaction, leading to enhancement in reaction rate and efficient conversion (77.1%) of the substrate to intradiol cleavage products as well. All these observations provide support to the novel substrate activation mechanism proposed for the intradiol-cleavage pathway." @default.
• W1967687130 created "2016-06-24" @default.
• W1967687130 creator A5049614595 @default.
• W1967687130 creator A5064451235 @default.
• W1967687130 creator A5091597700 @default.
• W1967687130 date "2004-09-04" @default.
• W1967687130 modified "2023-10-16" @default.
• W1967687130 title "Iron(III) Complexes of Sterically Hindered Tetradentate Monophenolate Ligands as Functional Models for Catechol 1,2-Dioxygenases: The Role of Ligand Stereoelectronic Properties" @default.
• W1967687130 cites W112354829 @default.
• W1967687130 cites W115773161 @default.
• W1967687130 cites W1559495651 @default.
• W1967687130 cites W1566803604 @default.
• W1967687130 cites W1661458410 @default.
• W1967687130 cites W1971770529 @default.
• W1967687130 cites W1971899270 @default.
• W1967687130 cites W1972314318 @default.
• W1967687130 cites W1974743764 @default.
• W1967687130 cites W1982713289 @default.
• W1967687130 cites W1985000707 @default.
• W1967687130 cites W1990557210 @default.
• W1967687130 cites W1990995282 @default.
• W1967687130 cites W1991354940 @default.
• W1967687130 cites W1991393876 @default.
• W1967687130 cites W1994613702 @default.
• W1967687130 cites W1994758250 @default.
• W1967687130 cites W1995267065 @default.
• W1967687130 cites W1995835996 @default.
• W1967687130 cites W1996072586 @default.
• W1967687130 cites W2002669403 @default.
• W1967687130 cites W2006946556 @default.
• W1967687130 cites W2008628422 @default.
• W1967687130 cites W2012805773 @default.
• W1967687130 cites W2015813201 @default.
• W1967687130 cites W2017103595 @default.
• W1967687130 cites W2022276904 @default.
• W1967687130 cites W2025265085 @default.
• W1967687130 cites W2034672440 @default.
• W1967687130 cites W2034928650 @default.
• W1967687130 cites W2037253356 @default.
• W1967687130 cites W2039025236 @default.
• W1967687130 cites W2041823000 @default.
• W1967687130 cites W2045340038 @default.
• W1967687130 cites W2046594998 @default.
• W1967687130 cites W2048267273 @default.
• W1967687130 cites W2051062565 @default.
• W1967687130 cites W2052895859 @default.
• W1967687130 cites W2061970668 @default.
• W1967687130 cites W2064476829 @default.
• W1967687130 cites W2065014518 @default.
• W1967687130 cites W2066326429 @default.
• W1967687130 cites W2066343440 @default.
• W1967687130 cites W2068254002 @default.
• W1967687130 cites W2077012120 @default.
• W1967687130 cites W2086672086 @default.
• W1967687130 cites W2089591968 @default.
• W1967687130 cites W2091903729 @default.
• W1967687130 cites W2092527932 @default.
• W1967687130 cites W2092670056 @default.
• W1967687130 cites W2093073780 @default.
• W1967687130 cites W2100398775 @default.
• W1967687130 cites W2135728072 @default.
• W1967687130 cites W2148214690 @default.
• W1967687130 cites W2950595995 @default.
• W1967687130 cites W3137478888 @default.
• W1967687130 cites W4230175983 @default.
• W1967687130 doi "https://doi.org/10.1021/ic049802b" @default.
• W1967687130 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/15446874" @default.
• W1967687130 hasPublicationYear "2004" @default.
• W1967687130 type Work @default.
• W1967687130 sameAs 1967687130 @default.
• W1967687130 citedByCount "85" @default.
• W1967687130 countsByYear W19676871302012 @default.
• W1967687130 countsByYear W19676871302013 @default.
• W1967687130 countsByYear W19676871302014 @default.
• W1967687130 countsByYear W19676871302015 @default.
• W1967687130 countsByYear W19676871302016 @default.
• W1967687130 countsByYear W19676871302019 @default.
• W1967687130 countsByYear W19676871302020 @default.
• W1967687130 countsByYear W19676871302021 @default.
• W1967687130 countsByYear W19676871302022 @default.
• W1967687130 countsByYear W19676871302023 @default.
• W1967687130 crossrefType "journal-article" @default.
• W1967687130 hasAuthorship W1967687130A5049614595 @default.
• W1967687130 hasAuthorship W1967687130A5064451235 @default.
• W1967687130 hasAuthorship W1967687130A5091597700 @default.
• W1967687130 hasConcept C112887158 @default.
• W1967687130 hasConcept C115624301 @default.
• W1967687130 hasConcept C116569031 @default.
• W1967687130 hasConcept C131779359 @default.
• W1967687130 hasConcept C155647269 @default.
• W1967687130 hasConcept C170493617 @default.
• W1967687130 hasConcept C178790620 @default.
• W1967687130 hasConcept C179104552 @default.
• W1967687130 hasConcept C185592680 @default.
• W1967687130 hasConcept C201194858 @default.
• W1967687130 hasConcept C2777713698 @default.
• W1967687130 hasConcept C2778695967 @default.
• W1967687130 hasConcept C2779485729 @default.

• next