138423-63-9

Upstream product

• 7782-49-2 selenium 
• 138423-65-1 C₆H₂{CH(Si(CH₃)3)2}3Sn(C₆H₂(CH(CH₃)2)3)Cl₂ 
• 144602-85-7 3-(2,4,6-triisopropylphenyl)-3-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-6,6-diphenyl-1,2,4,5-tetraselena-3-stannacyclohexane 
• 115160-05-9 1-bromo-2,4,6-tris[bis(trimethylsilyl)methyl]benzene 
• 108894-99-1 (2,4,6-triisopropylphenyl)magnesium bromide 
• 144602-86-8 3-(2,4,6-triisopropylphenyl)-3-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-5,5-diphenyl-1,2,4,3-triselenastannolane 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 138423-61-7 C₆H₂{CH(Si(CH₃)3)2}3Sn(C₆H₂(CH(CH₃)2)3)H₂ 
• 21524-34-5 2,4,6-triisopropyl-1-bromobenzene 

Downstream Products

• 170703-59-0 2-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-2-(2,4,6-triisopropylphenyl)-4-phenyl-1,3,2-oxaselenastannolane 
• 143953-73-5 (((((CH₃)3Si)2CH)3C₆H₂)(((CH₃)2CH)3C₆H₂)SnSe)2 
• 144602-85-7 3-(2,4,6-triisopropylphenyl)-3-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-6,6-diphenyl-1,2,4,5-tetraselena-3-stannacyclohexane 
• 144602-86-8 3-(2,4,6-triisopropylphenyl)-3-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-5,5-diphenyl-1,2,4,3-triselenastannolane 
• 170703-60-3 2-tris[bis(trimethylsilyl)methyl]phenyl-2-(2,4,6-triisopropylphenyl)-4-phenylimino-1,3,2-thiaselenastannetane 
• 170703-58-9 2-tris[bis(trimethylsilyl)methyl]phenyl-2-(2,4,6-triisopropylphenyl)-4-mesityl-1,3,2,5-oxaselenaazastannole 
• 143953-72-4 cis-2,4-bis{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-2,4-bis(2,4,6-triisopropylphenyl)-1,3,2,4-diselenadistannetane 
• 143953-73-5 trans-2,4-bis{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-2,4-bis(2,4,6-triisopropylphenyl)-1,3,2,4-diselenadistannetane 

Relevant academic research and scientific papers

Synthesis and reactions of stannaneselone

Stannaneselone Tbt(Tip)Sn=Se (Tbt = 2,4,6-trisphenyl; Tip = 2,4,6-triisopropylphenyl), a novel compound containing a tin-selenium double bond was synthesized by the reaction of the corresponding stannylene Tbt(Tip)Sn with elemental selenium.It reacted with phenyl isothiocyanate, mesitonitrile oxide and styrene oxide to afford cycloadducts.In the reaction with phenyl isothiocyanate, 1,3,2-dithia- and diselenastannetanes were obtained instead of the expected 1,3,2-thiaselenastannetane.Another approach to the stannaneselone by deselenation of the corresponding 1,2,3,4,5-tetraselenastannolane with triphenylphosphine is also described.Keywords: Tin; Selenium; Bulky ligand; Stannylene; Cycloaddition; Stannaneselone

Formation and reactions of stannanethiones and stannaneselones

Two approaches for the formation of stannanethiones and stannaneselones were examined, i.e., (i) the thermal retrocycloaddition of trichalcogenastannolanes 1 and (ii) thedechalcogenation of tetrachalcogenastannolanes 2 and 3. Novel heterocycles containing tin and chalcogen atoms, 1,2,4,3-trichalcogenastannolanes Tb(Tip)SnY3CPh2 [1a,b (Y = S, Se; Tb = 2,4,6-tris[bis-(trimethylsilyl)methyl]phenyl; Tip = 2,4,6-triisopropylphenyl)], have been synthesized by the thermal reaction of 1,2,3,4,5-tetrachalcogenastannolanes Tb(Tip)SnY4 (3) with diphenyldiazomethane followed by dechalcogenation with hexamethylphosphoric triamide. Thermal decomposition of trichalcogenastannolanes 1 in the presence of dimethyl acetylenedicarboxylate (DMAD) afforded thiastannete 8 and selenastannete 14 as novel tin-containing heterocycles. The formation of 8 and 14 was explained in terms of a [2 + 2] cycloaddition of intermediary stannanethione 18a and stannaneselone 18b with DMAD. Dechalcogenation of tetrachalcogenastannolanes 2 and 3 with trivalent phosphorus compounds in the absence of trapping agents gave dichalcogenadistannetanes whose formation was explained in terms of dimerization of stannanethione 18a or stannaneselone 18b, except for the reaction of more crowded triisopropylphenyl-substituted 3a which gave a monomeric product 28 at room temperature on account of a slower rate of dimerization. The desulfurization of 3a with triphenylphosphine in the presence of an excess amount of 2,3-dimethyl-1,3-butadiene provided [4 + 2]cycloadduct 32 as the first example of [4 + 2]cycloaddition of a stannanethione. The structures of 26, 27, 31, 8, and 14 were definitely determined by X-ray diffraction analysis. The central four-membered rings of trans-dichalcogenadistannetanes 26 and 31 were almost completely planar, while those of cis-27 had unprecedentedly large fold angles due to the steric repulsion between two Tb groups. Both 8 and 14 were found to have distorted trapezoid skeletons reflecting the coexistence of long tin-chalcogen bonds and short carbon-carbon double bonds.

Synthesis and structure of 1,2,3,4,5-tetrachalcogenastannolanes

Novel cyclic polychalcogenides, 1,2,3,4,5-tetrathia- and tetraselenastannolanes [Tb(R)SnY4 (Y = S, Se; Tb = 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl; R = mesityl or 2,4,6-triisopropylphenyl)], have been synthesized by two routes, i.e., (a) the reaction of dihydrostannanes Tb(R)SnH2 with sulfur or selenium and (b) the lithiation of dihydrostannanes Tb(R)SnH2 or dichlorostannanes Tb(R)SnCl2 with t-BuLi followed by reaction with sulfur or selenium. All the tetrachalcogenastannolanes have been characterized by 1H and 13C NMR and elemental analysis. In addition, Tb(MeS)SnS4 (7b) and Tb(MeS)SnSe4 (8b) have been subjected to single-crystal X-ray diffraction analysis. Both five-membered 7b and 8b have distorted envelope conformation, the former of which is slightly more distorted. The reason for the exclusive formation of five-membered polychalcogenides has been discussed on the basis of the X-ray structural analysis and ab initio calculations for the model ring system H2SiSn (n = 2-6).

NEW ASPECTS OF ORGANOSELENIUM COMPOUNDS CONTAINING GROUP 14 ELEMENTS

The synthesis and reactivities of double bond compounds between Group 14 and Group 16 elements have been reported.Specifically the chemistry of M=X type compounds (C=Se, Ge=S, Sn=S, Sn=Se) are described.