2007
DOI: 10.1007/s10904-007-9181-9
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Organometallic–Inorganic Conjugated Unsymmetrical Schiff-Base Hybrids. Synthesis, Characterization, Electrochemistry and X-ray Crystal Structures of Functionalized Trinuclear Iron–Nickel–Ruthenium Dipolar Chromophores

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Cited by 43 publications
(36 citation statements)
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“…The bond lengths between the metal center and neighboring donor atoms range from 1.837(6) and 1.873(4) Å in 3 , and from 1.953(5) and 2.027(4) Å in 4 (Table ). These values are unexceptional and are in agreement with those previously reported for nickel(II) and palladium(II) acyclic Schiff‐base complexes , , ,. [26a], Interatomic O–C, C–C and C–N bond lengths measured between single and double bond lengths, and bond angles close to 120° (Table ) of the chelating Schiff‐base ligand suggest substantial delocalization of the electron density throughout the entire π‐conjugated system.…”
Section: Resultssupporting
confidence: 92%
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“…The bond lengths between the metal center and neighboring donor atoms range from 1.837(6) and 1.873(4) Å in 3 , and from 1.953(5) and 2.027(4) Å in 4 (Table ). These values are unexceptional and are in agreement with those previously reported for nickel(II) and palladium(II) acyclic Schiff‐base complexes , , ,. [26a], Interatomic O–C, C–C and C–N bond lengths measured between single and double bond lengths, and bond angles close to 120° (Table ) of the chelating Schiff‐base ligand suggest substantial delocalization of the electron density throughout the entire π‐conjugated system.…”
Section: Resultssupporting
confidence: 92%
“…This increased difficulty in oxidizing the Fe II center with respect to free ferrocene is due to the electron‐withdrawing nature of the side‐chain [M(N 2 O 2 )] Schiff‐base substituent. The Δ E 1/2 of 0.12 and 0.17 V found for 2 and 3 , respectively, corroborate what we observed previously with ferrocene‐containing diprotonated N 2 O 2 macrocycles and their four‐coordinate Ni II and Cu II derivatives, [26a] Interestingly, in the case of Pd II complex 4 , the much larger anodic shift of 0.24 V (Table and Figure S8 in the Supporting Information) clearly indicates that this second row transition‐metal ion greatly facilitates electronic communication between the donor and acceptor elements of the molecule. It is also likely that the Pd II center plays an electro‐attractive effect because of its higher electropositivity (see the Theor.…”
Section: Resultssupporting
confidence: 88%
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“…Both compounds 1 and 2, that are air and thermally stable, were previously obtained by Glidewel et al; 29 1 was isolated in 78% yield upon refluxing equimolar quantities of ferrocenylmethyl-trimethylammonium iodide and the monosodium salt of the acetylacetone in dry acetonitrile for 15 h, whereas crystals of 2 deposited when the oil 1 was kept for six months. In addition to the reported analytical and spectroscopic characterization of 2, 15 we provide here the full details of its crystalline structure determination. 34 Figure 1.…”
Section: Synthesis and Characterizationmentioning
confidence: 99%
“…7,8 On the other hand, β-diketones are attractive building blocks for the construction of polydentate Schiff bases, and both the parent derivative 2,4-pentanedione (CH 3 COCH 2 COCH 3 ), [9][10][11][12] and its organometallic counterpart ferrocenoylacetone (FcCOCH 2 COCH 3 , 13 Fc = (h 5 -C 5 H 5 )Fe(h 5 -C 5 H 4 )) have been widely employed to prepare tridentate Schiff base complexes, also called half-units, upon mono-condensation with primary diamines. [14][15][16][17][18][19][20][21][22] In pursuit of our research work aimed at extending the scope of acyclic Schiff base metalloligands, [14][15][16][17] we decided to synthetize new β-diketones functionalized at the central carbon of the 1,3-dione system, using cerium(IV) ammonium nitrate (CAN), a versatile reagent in a variety of synthetic transformations through oxidation of organic molecules, [23][24][25] as catalyst in the carbon-carbon bond formation between ferrocenyl alcohol substrates and 1,3-diketones. 26 Accordingly, we were able to isolate and structurally characterize three new chiral ferrocene-containing diketones starting from 1-ferrocenyl ethanol.…”
Section: Introductionmentioning
confidence: 99%