Crystal and molecular structure of tetra-t-butylferrocene

Kaluski, Z.; Gusev, A. I.; Kalinin, A. E.; Struchkov, Yu. T.

doi:10.1007/bf00738913

Cited by 3 publications

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“…The average Fe−C bond distance is 2.066(4) Å, which is slightly longer than in ferrocene (Fe−C: 2.052(2) Å) due to significant interannular interaction between the two Cp rings. Similar torsion (α = 15°; 18°) and tilt angles (β = 7°) are found in ( t -Bu 2 C 5 H 3 ) 2 Fe or other ferrocenes with bulky substituents 6b…”

Section: Resultssupporting

confidence: 59%

Synthesis of Tetra-3-butenyl-Substituted Metallocenes and the Application of 1,1‘,3,3‘-Tetrakis(1,1-dimethyl-3-butenyl)ferrocene as Core for the Preparation of Polynuclear Compounds

et al. 2000

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The synthesis of the 1,1′,3,3′-tetrabutenyl-substituted metallocenes [C 5 H 3 (CMe 2 CH 2 CHd CH 2 ) 2 ] 2 M (M ) Fe 1, Co 2, Ni 3), their electrochemical properties, and the solid-state structures of 1 and 3 are presented. Hydrosilylation of 1 with dimethylphenylsilane leads to [C 5 H 3 (CMe 2 (CH 2 ) 3 SiMe 2 Ph) 2 ] 2 Fe, 4. The π-coordination ability of the arene system in 4 has allowed the preparation of the pentanuclear complex [C 5 H 3 (CMe 2 (CH 2 ) 3 SiMe 2 (η 6 -C 6 H 5 -Cr(CO) 3 ) 2 ] 2 Fe, 5, containing a ferrocene core and peripherial η 6 -coordinated Cr(CO) 3 moieties. Electrochemical investigations of 5 show a reversible oxidation of the ferrocene unit as well as an independent, noninteracting irreversible oxidation of the Cr centers.

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Section: Resultssupporting

confidence: 59%

Synthesis of Tetra-3-butenyl-Substituted Metallocenes and the Application of 1,1‘,3,3‘-Tetrakis(1,1-dimethyl-3-butenyl)ferrocene as Core for the Preparation of Polynuclear Compounds

et al. 2000

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“…If required, the reaction could be halted at any stage to produce the intermediate compounds 8−10; however, their isolation requires chromatography if small-scale reactions are used. Some intermediate compounds that are easily discernible in the NMR spectrum are 1′,2,2′-tris(tri-n-butylstannyl)-1iodoferrocene (8), 2,2′-bis(tri-n-butylstannyl)-1,1′-diiodoferrocenes (9a,b) (one isomer is shown in Figure 1; the other isomer has one resonance overlapped), and 2′-(tri-n-butylstannyl)-1,1′,2-triiodoferrocene (10). It is noted that one isomer of compounds 9 is preferably formed with resonances Scheme 2.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Synthetic Route to 1,1′,2,2′-Tetraiodoferrocene That Avoids Isomerization and the Electrochemistry of Some Tetrahaloferrocenes

et al. 2021

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An efficient synthesis of 1,1′,2,2′-tetraiodoferrocene is described that uses 1,1′,2,2′-tetrakis(tri-n-butylstannyl)ferrocene as a key intermediate in its synthesis. In an attempt to examine the stepwise mechanism, the reaction of the tetratin-substituted ferrocene 1,1′,2,2′-tetrakis(tri-n-butylstannyl)ferrocene with iodine was monitored by 1H NMR and a series of coexisting intermediate compounds such as 1,1′-bis(tri-n-butylstannyl)-2,2′-diodoferrocene were observed. The crystal structure of 1,1′,2,2′-tetraiodoferrocene has been determined, and it is compared with the structure of the previously reported 1,1′,2,2′-tetrabromoferrocene and 1,2,4,1′-tetraiodoferrocene. The comparative electrochemistry of 1,1′,2,2′-tetrachloroferrocene, 1,1′,2,2′-tetrabromoferrocene, and 1,1′,2,2′-tetraiodoferrocene is described. The crystal structure of 1,2,1′-triiodoferrocene is also reported for comparative use to illustrate the scope of the synthetic method.

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“…The structures of 1,2-BUT [22] and 1,3-BUT [23,24] were reported previously. In this paper, we report the synthesis and characterization of perrhenate salts of their ferrocenium(1+) cations, 1,2-BUT + and 1,3-BUT + .…”

Section: Introductionmentioning

confidence: 68%

X-ray structures and electronic properties of the 1,1′,2,2′- and 1,1′,3,3′-tetra-t-butylferrocenium(1+) cations

et al. 2017

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The compounds 1,1',2,2'-and 1,1',3,3'-tetra-t-butylferrocene (1,2-BUT and 1,3-BUT, respectively) were oxidized with AgReO 4 in dichloromethane and the ferrocenium(1+) salts were isolated, after recrystallization from acetone, as dark-blue or dark-green crystals of [1,2-BUT + ][ReO 4 − ] and [1,3-BUT + ][ReO 4 − ]. acetone, respectively, which were suitable for X-ray diffraction. As expected from the known structures of the neutral ferrocenes, the di-t-butylcyclopentadienyl (Cp') rings are virtually parallel in the 1,2-BUT + cation and are tilted by 11.6° in the 1,3-BUT + cation. The Fe-C distances in both cations span a greater range and are, on average, longer than in the corresponding neutral ferrocenes. UV-vis spectra revealed that λ max for yellow 1,2-BUT (442 nm) is lower than for orange 1,3-BUT (466 nm) and that λ max for blue 1,2-BUT + (674 nm) is smaller than for green 1,3-BUT + (682 nm). In addition, E 1/2 (+/0) values determined by cyclic voltammetry in dichloromethane, reported here for the first time, show that 1,3-BUT (−0.24 V vs. Fe(Cp) 2 +/0) is 50 mV easier to oxidize than 1,2-BUT (−0.19 V vs. Fe(Cp) 2 +/0). A comparison of the structure of [1,2-BUT + ][ReO 4 − ] with that of the literature compound [1,3-DEC + ][ReO 4 − ] shows that the shortest Fe ... Re distances in the two salts are ca. 5.8 Å, indicating that the effective ion-pairing radii of the two cations are essentially the same in spite of the much greater overall size of the 1,3-DEC + cation (1,3-DEC + = 1,1',3,3'-tetra(2-methyl-2nonyl)ferrocenium(1+)). This surprising result is significant as far as differences in anionextraction equilibria reported previously.

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Crystal and molecular structure of tetra-t-butylferrocene

Cited by 3 publications

References 0 publications

Synthesis of Tetra-3-butenyl-Substituted Metallocenes and the Application of 1,1‘,3,3‘-Tetrakis(1,1-dimethyl-3-butenyl)ferrocene as Core for the Preparation of Polynuclear Compounds

Synthesis of Tetra-3-butenyl-Substituted Metallocenes and the Application of 1,1‘,3,3‘-Tetrakis(1,1-dimethyl-3-butenyl)ferrocene as Core for the Preparation of Polynuclear Compounds

Synthetic Route to 1,1′,2,2′-Tetraiodoferrocene That Avoids Isomerization and the Electrochemistry of Some Tetrahaloferrocenes

X-ray structures and electronic properties of the 1,1′,2,2′- and 1,1′,3,3′-tetra-t-butylferrocenium(1+) cations

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