A straightforward and novel synthesis of sulfur compounds from aliphatic cyclic ketones and CS2

ring closure reactions ring closure reactions O 0130 -043A Straightforward and Novel Synthesis of Sulfur Compounds from Aliphatic Cyclic Ketones and CS 2 .-The reaction of aliphatic cyclic ketones with carbon disulfide under basic conditions followed by an acidic treatment affords sulfur compounds such as dithiolethiones (III), dithiinthiones (IV), trithioles (VI), (IX), and dixanthates (VII) instead of the expected conjugated α-oxoketene dithiolic acids. Their structural novelty suggests considerable potential as substrates for sequential carbon-carbon bond formations and as interesting ligands in organometallic chemistry. -(GONZALEZ-CASTRO, A.; GUTIERREZ-PEREZ, R.; PENIERES-CARRILLO, G.; DIAZ-TORRES, E.; TOSCANO, R. A.; MOYA-CABRERA, M.; CABRERA-ORTIZ, A.; ALVAREZ-TOLEDANO, C.; Heteroat.

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Cyclopentadienylidene‐ and Fluoren‐9‐ylidene‐methane‐1,1‐dithiolato Metalates of Tin, Indium and Bismuth

Vollgraff

Michel

2021

Eur J Inorg Chem

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Quaternary ammonium and phosphonium stannates(II), indates(III) and bismuthates(III) displaying dianionic S,S dithiolate chelate ligands [CpCS2]2− and [FluoCS2]2− (Cp=C5H4, Fluo=C13H8) are described. With Sn(II) as central template ion, homoleptic metalates Cat2[Sn(CpCS2)2], with In(III) and Bi(III), highly charged Cat3[In(CpCS2)3] and Cat3[Bi(CpCS2)3] were obtained. A complementary series was characterized for fluoren‐9‐ylidene‐derived metalates Cat2[(FluoCS2)2Sn], Cat3[(FluoCS2)3In] and Cat3[Bi(FluoCS2)3]. Heteroleptic indate(III) NBu4[CpCS2InMe2] (3‐NBu4) and homoleptic [PPh4]3[In(CpCS2)3] (6‐PPh4) as well as stannates(II) [PPh4]2[Sn(CpCS2)2] (5‐PPh4) and [NBu4]2[Sn(FluoCS2)2] (9‐NBu4) were XRD structurally characterized. Reaction of electron‐rich ligand Na2(FluoCS2) with SnCl4 did not lead to an expected stannate(IV) but to a redox reaction and metal free 3,5‐di(9H‐fluorene‐9‐ylidene)‐1,2,4‐trithiolane (12), which was characterized by XRD analysis. The title compounds are related to much better investigated dithiocarbamato(2‐) complexes, well‐established precursors for thermal metal sulfide depositions. In this respect, an explorative DSC‐TGA measurement following the thermal decay of [PPh4]3[(CpCS2)3In] (6‐PPh4) revealed the formation of β‐In2S3 at relatively high temperatures, proven by PXRD.

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A straightforward and novel synthesis of sulfur compounds from aliphatic cyclic ketones and CS2

Cited by 7 publications

References 14 publications

Novel synthesis of new 1,2,4-trithioles by reductive coupling of benzoyldithioacetic acid derivatives mediated by Sml2

Novel synthesis of new 1,2,4-trithioles by reductive coupling of benzoyldithioacetic acid derivatives mediated by Sml2

ChemInform Abstract: A Straightforward and Novel Synthesis of Sulfur Compounds from Aliphatic Cyclic Ketones and CS₂.

Cyclopentadienylidene‐ and Fluoren‐9‐ylidene‐methane‐1,1‐dithiolato Metalates of Tin, Indium and Bismuth

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A straightforward and novel synthesis of sulfur compounds from aliphatic cyclic ketones and CS2

Cited by 7 publications

References 14 publications

Novel synthesis of new 1,2,4-trithioles by reductive coupling of benzoyldithioacetic acid derivatives mediated by Sml2

Novel synthesis of new 1,2,4-trithioles by reductive coupling of benzoyldithioacetic acid derivatives mediated by Sml2

ChemInform Abstract: A Straightforward and Novel Synthesis of Sulfur Compounds from Aliphatic Cyclic Ketones and CS2.

Cyclopentadienylidene‐ and Fluoren‐9‐ylidene‐methane‐1,1‐dithiolato Metalates of Tin, Indium and Bismuth

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Product

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ChemInform Abstract: A Straightforward and Novel Synthesis of Sulfur Compounds from Aliphatic Cyclic Ketones and CS₂.