21514-25-0

Upstream product

• 4848-71-9 trimethylstannyl phenyl selenide 
• 100-56-1 phenylmercury(II) chloride 
• 1666-13-3 diphenyl diselenide 
• 15039-87-9 [Fe(CO)4(HgCl)2] 
• 33861-17-5 phenyl trimethylsilyl selenide 
• 108-98-5 thiophenol 

Downstream Products

• 110903-73-6 {Hg₄(SeC₆H₅)6(P(C₆H₅)3)4}⁽²⁺⁾*2ClO₄^(1-)={Hg₄(SeC₆H₅)6(P(C₆H₅)3)4}(ClO₄)2 
• 264148-90-5 tetrabutylammonium tris(benzeneselenolato)mercury(II) 
• 1356918-54-1 (Hg(SeC6H5)(μ-SeC6H5)(μ-Cl)Ag(PC6H5)3)2)*dmf 

Relevant academic research and scientific papers

Synthesis and structure of the nanoclusters

Red crystals of 1 were obtained by treatment of Hg(II) salts with PhSeSi-Me3 in organic solvents. Depending on the starting materials and conditions, 1 crystallizes either in the cubic space group P23 or in the trigonal space group P32/su

Phenylselenolate mercury alkyl compounds, PhSeHgMe and PhSeHgEt: Molecular structures, protolytic Hg-C bond cleavage and phenylselenolate exchange

The phenylselenolate mercury alkyl compounds, PhSeHgMe and PhSeHgEt, have been structurally characterized by X-ray diffraction, thereby demonstrating that both compounds are monomeric with approximately linear coordination geometries; the mercury centers do, nevertheless, exhibit secondary Hg...Se intermolecular interactions that serve to increase the coordination number in the solid state. The ethyl derivative, PhSeHgEt, undergoes facile protolytic cleavage of the Hg-C bond to release ethane at room temperature, whereas PhSeHgMe exhibits little reactivity under similar conditions. Interestingly, the cleavage of the Hg-C bond of PhSeHgEt is also more facile than that of the thiolate analog, PhSHgEt, which demonstrates that coordination by selenium promotes protolytic cleavage of the mercury-carbon bond. The phenylselenolate compounds PhSeHgR (R = Me, Et) also undergo degenerate exchange reactions with, for example, PhSHgR and RHgCl. In each case, the alkyl groups preserve coupling to the 199Hg nuclei, thereby indicating that the exchange process involves metathesis of the Hg-SePh/Hg-X groups rather than metathesis of the Hg-R/Hg-R groups.

Synthesis and structure of the new cluster [Hg10Se4(SePh)12 (PPh2nPr)4] and its conversion into [Hg32Se14(SePh)36]

The reaction of HgCl2 and PPh2nPr with PhSeSiMe3 and Se(SiMe3)2 in THF at -30°C results in the formation of yellow octahedral crystals of [Hg10Se4(SePh)12 (PPh2nPr)4]. The molecular structure of the cluster is similar to structures of other [M10Se4(SePh)12(PR3)4] (M = Cd, Zn; R = organic group) cluster compounds although it is the first of its type with mercury as the group 12 metal atom. Dissolving [Hg10Se4(SePh)12 (PPh2nPr)4] in benzene at 10°C leads to the rapid formation of a dark red solution from which red crystals of the larger cluster [Hg32Set4(SePh)36] could be crystallized in 50% yield upon layering with pentane. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

Synthesis and reactivity of organochalogen ester substituted η3-butadienyl complexes of Mo(II): Crystal structure of phenanthroline)].0.5 CH2Cl2

A series of organochalcogen ester substituted η 3-butadienyl complexes of the type [MoCl(CO)2 (η3-CH2C(COXR)C=CH2)(phen)] n(phen = 1,10-phenanthroline, R = alkyl, aryl) were prepared from the acyl chloride precursor (1) and either thiols (X = S, n = 1-4), selenols (X = Se, n = 1,2) or bis(organochalcogen) mercurials, Hg[XR]2 (X = Se, Te, n = 1,2), and the structure of the first selenoester substituted η3-butadienyl complex (4) was determined by a single-crystal X-ray diffraction analysis. Reactions of various nucleophiles or electrophiles with 1, 4 or the ester substituted complex, XR = OMe, were examined, and compared to those of related η3-allyl analogues and to their predicted behaviour based upon the structural evidence and molecular modelling calculations.

Benzeneselenolates of mercury(II). Crystal and molecular structures of [Hg(SePh)2] and (Bu4N)[Hg(SePh)3]

The reaction of dibenzenediselenide, (SePh)2, with mercury in refluxing xylene gives bis(benzeneselenolato)-mercury(II), [Hg(SePh)2], in a good yield. (nBu4N)[Hg(SePh)3] is obtained by the reaction of [Hg(SePh)2] with a solution of [SePh]- and (nBu4N)Br in ethanol. The solid state structures of both compounds have been determined by X-ray diffraction. The mercury atom in [Hg(SePh)2] (space group C2, a = 7.428(2), b = 5.670(1), c = 14.796(4) ?, β = 103.60(1)°) is linearly co-ordinated by two selenium atoms (Hg-Se = 2.471(2) ?, Se-Hg-Se = 178.0(3)°). Additional weak interactions between the metal and selenium atoms of neighbouring molecules (Hg ? Se = 3.4-3.6 ?) associate the [Hg(SePh)2] units to layers. The crystal structure of (nBu4N)[Hg(SePh)3] (space group P21/c, a = 9.741(1), b = 17.334(1), c = 21.785(1) ? β = 95.27(5)°) consists of discrete complex anions and (nBu4N)+ counter ions. The coordination geometry of mercury is distorted trigonal-planar with Hg-Se distances ranging between 2.5 and 2.6 ?.

Synthesis of Thiol, Selenol, and Tellurol Esters by the Reaction of Organochalcogeno Mercurials with Acid Chlorides

Summary: Thiol, selenol, and tellurol esters were prepared by the reaction of bis(organochalcogeno)mercurials with acid chlorides in chloroform or carbon tetrachloride and in the presence of tetrabutylammonium halides as catalysts.

Lanthanide-Group 12 Metal Chalcogenolates: A Versatile Class of Compounds

Heterometallic chalcogenolate compounds containing both lanthanide (Ln)and group 12 metals (M) represent an extremely broad molecular class, having the general formula LnM(EPh)x(L)y, where L is a neutral donor ligand. In this paper we show how M, L, and the ratio Ln:M can be varied to give bi-, tetra-, penta-, and hexametallic chalcogenolates. The compounds [(py)3Eu(μ2-SePh)2(μ3-SePh)Hg(SePh)]2 (1), (THF)4Eu(μ2-SePh)3ZnSePh (2), [Sm(THF)7][Zn4(μ2-SePh)6(SePh)4] (3), and [Yb(THF)6][Hg5(μ2-SePh)8(SePh)4].2THF (4) have been prepared, and their structures have been established by low temperature single crystal X-ray diffraction. The synthesis and structural characterization of the heterometallic chalcogenolate [(py)2Sm(SePh)(μ-SePh)3Na(py)2]2 (5) is also described in order to compare the relative effects of the alkali and group 12 metals on heterometallic structure and electronic properties. From the crystal structures it is clear that the group 12 ion polarizes Se electron density away from the Ln ion, weakening the Ln-Se bond, and increasing the Ln-Se bond length. UV-visible data support the structural interpretations, with Ln(II) metal-to-pyridine charge transfer and lanthanide(III) selenolate to metal charge transfer absorption energies, both indicating that the group 12 metal withdraws electron density from the lanthanide ion. Unambiguous assignment of heterometallic solution structure is impossible, because the molecules are fluctional, and the solution structure issolvent dependent. However, from spectroscopic measurements, and from the isolation of 1 in 90% yield, it is clear that the compounds do maintain some form of heterometallic structure in donor solvents as basic as pyridine. Crystal data (1-3 and 5, Mo Kα; 4, Cu Kα; -80 to -100°C): 1, space group P1-, a = 12.374(4) ?, b = 13.381(3) ?, c = 14.222(4) ?, α = 62.36(3)°, β = 70.96(3)°, γ = 70.14(2)°, V = 1921 ?**3, Z = 2; 2, space group Pn, a = 10.991(4) ?, b = 20.051(3) ?, c = 19.522(4) ?, β = 99.75(3)°, V = 4240 ?**3, Z = 4; 3, triclinic space group P1-, a = 14.268(6) ?, b = 19.220(10) ?, c = 19.539(4) ?, α = 92.64(3), β = 104.20(3)°, γ = 109.32(4)°, V = 4854 ?**3, Z = 2; 4, monoclinic space group P21/c, a = 14.239(3) ?, b = 48.846(6) ?, c = 17.282(4) ?, β = 113.79(2)°, V = 10999 ?**3, Z = 4; 5, monoclinic space group C2/c,a = 23.822(5) ?, b = 16.902(2) ?, c = 21.388(3) ?, β =93.35(2)°, V = 8597 ?**3, Z=8.

TRIORGANOTIN ARYL SELENIDES

The Sn-Se bond in trimethyltin aryl selenides is cleaved on reaction with selenenyl halides, sulphenyl halides, alkyl halides and allyl halides.Thus Me3SnSePh reacts with PhSeCl, 4-Me-2-NO2C6H3SCl, RI (R = CH3 or Ph3SnCH2) and CH2=CHCH2Br to give PhSeSePh, 4-Me-2-NO2C6H3SSePh, RSePh and CH2=CHCH2SePh, respectively.The diselenide, PhSeSePh, is also obtained from Me3SnSePh on reaction with either 4-MeC6H4SO2Cl or NaIO4.Exchange reactions also occur between Me3SnSePh and Ph3SnCl or PhHgCl.