Pentamethylcyclopentadienylselenium derivatives VI: Synthesis and characterisation of ferrocenyl(pentamethylcyclopentadienyl)selenium

Burgess, Mark; Morley, Christopher P.; Vaira, Massimo Di

doi:10.1016/j.jorganchem.2005.03.035

Cited by 4 publications

(3 citation statements)

References 22 publications

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“…The single peak at 60.3 ppm is in the expected region for a deshielded sp 3 carbon atom and is assigned to C 5 . The final four peaks are in the expected region for C=C double bonds and are assigned to the carbon atoms C [1][2][3][4] . The 1 H and 13 C NMR spectra show that the four methyl groups on each cyclopentadienyl ring are non-equivalent, and that the molecule has two-fold symmetry.…”

Section: Resultsmentioning

confidence: 99%

“…14 The reaction of di-tert-butylcyclopentadiene with excess potassium tert-butoxide in the presence of elemental selenium gives a cyclopentadienyl system with three bridging selenium atoms (a 1,4-diselenine). The overall synthesis is outlined in eqn (3). In this reaction, the compound analogous to 2 (which these authors call a 1,4-diselenane) is only proposed as an intermediate and is not isolated from the final mixture.…”

Section: Resultsmentioning

confidence: 99%

“…Bis(pentamethylcyclopentadienyl)selane, Cp* 2 Se (Cp* = C 5 Me 5 ), shows unusual reactivity towards low-valent transition metal fragments, leading to complexes of the diselenide Cp* 2 Se 2 . 1 Two routes to monocyclopentadienylselenium derivatives have been developed: methyl(pentamethylcyclopentadienyl)selane, 2 Cp*SeMe, can be prepared by the reaction of methyl iodide with Cp*Se x Li; treatment of diferrocenyl diselenide with Cp*Li leads to ferrocenyl(pentamethylcyclopentadienyl)selane, 3 Cp*SeFc (Fc = [Fe(g 5 -C 5 H 5 )(g 5…”

Section: Introductionmentioning

confidence: 99%

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Tetramethylcyclopentadienylselenium derivatives

et al. 2005

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Bis(1,2,3,4-tetramethylcyclopentadienyl)selane (1) has been prepared by the reaction of tetramethylcyclopentadienyllithium (Cp(t)Li) with selenium bis(diethyldithiocarbamate). Treatment of Cp(t)Li with elemental selenium, followed by air oxidation, led to loss of the allylic hydrogen atom, and formation of the novel tricyclic compound 1,4,5,6,7,10,11,12-octamethyltricyclo[7.3.0.0]-2,8-diselenadodeca-3,5,9,11-tetraene (2). The sulfur analogue of 2 has been obtained by a similar procedure. The X-ray crystal structures of compounds 1 and 2 have been determined, and the molecular geometry observed for has been probed using DFT calculations.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Tetramethylcyclopentadienylselenium derivatives

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NMR of Organoselenium and Organotellurium Compounds

Panda

Singh

2012

Patai's Chemistry of Functional Groups

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This chapter gives a systematic account of and surveys the available data on 77 Se and 125 Te NMR spectra of organochalcogen compounds such as chacogenols, mono and dichalcogenides, chalcogenolates, tetra and hexa substituted chalcogen compounds, chalcogenyl halides, chalcogen‐containing heterocycles and macrocycles, chalcogen‐oxygen/nitrogen compounds, etc. The review is based on the literature from 1985 to 2011 and includes 780 references. The 77 Se/ 125 Te NMR spectra of organochalcogen compounds reveal expansive chemical shifts (δ Se /δ Te ) leading to sharp sensitivity of these nuclei (Se/Te) to their environment such as solvent, temperature, molecular geometry, ligand backbone, oxidation state, chelate ring size, steric strain, etc. This is well illustrated by the advantageous use of this spectroscopy in the successful determination of the solution state structure of several organochalcogen compounds. It is noted that the 125 Te and 77 Se chemical shifts of a large number of structurally similar organotellurium and selenium compounds show linear relationship.

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