4198-12-3

Upstream product

• 1450-31-3 Thiobenzophenon 
• 119-61-9 benzophenone 
• 2862-88-6 2,2-diphenylthiirane 
• 88793-72-0 2-methyl-1,1-diphenylthiirane 

Downstream Products

• 1450-31-3 Thiobenzophenon 
• 1217892-81-3 [Pt(Ph₂CS₂)(1,8-bis(diphenylphosphanyl)naphthalene)] 
• 1217892-82-4 [Pt(Ph₂CS₂)(1,8-bis(diphenylphosphanyl)benzene)] 
• 1217892-83-5 [Pt(Ph₂CS₂)(1,8-bis(diphenylphosphanylmethyl)benzene)] 
• 291314-09-5 Bis(triphenylphosphan)platin(0)(η(2)-thiobenzophenon) 
• 291314-08-4 ((C₆H₅)3P)2PtS₂C(C₆H₅)2 
• 97043-21-5 dimethyl 2-benzhydrylsuccinate 
• 75784-96-2 1-Phenyl-1H-2-benzothiopyran-3,4-dicarbonsaeure-dimethylester 
• 106162-67-8 dimethyl 3,3-diphenyl-3H-1,2-dithiole-4,5-dicarboxylate 

Relevant academic research and scientific papers

Reactions of α-diazocamphor with aromatic thioketones

The reactions of α-diazocamphor (6) with aromatic thioketones (9a-d) in dichloromethane at room temperature afforded mixtures of the stereoisomeric spirocyclic thiiranes (10) and (11). A reaction mechanism via [2+3] cycloaddition to give the spirocyclic 2,5-dihydro-1,3,4-thiadiazoles (13) and (14), subsequent elimination of nitrogen and 1,3-dipolar electrocyclization of the intermediate thiocarbonyl ylide (15) is proposed. The structure of the stereoisomers (10a) and (11a) has been established by X-Ray crystallography. Desulfurization of the mixtures (10/11) with triphenylphosphane in boiling THF yielded the alkylidene derivatives (12).

The conversion of thioketones to 1,2,4,5-tetrathianes and its mechanism

Thiobenzophenone and adamantanethione react with sulfur (1:1) under catalysis by sodium thiophenoxide in acetone at rt furnishing 1,2,4,5-tetrathianes (9 and 43) in high yields. An attack of the oligothiolate (R-SX-) on the C-atom of C = S is proposed as initiating step. Thione S-sulfides (R2C = S+ - S-, thiosulfines) cannot be intermediates, since they combine fast with thiones affording 1,2,4-trithiolanes. With more sulfur, adamantanethione produces the 1,2,3,5,6-pentathiepane-bis(spiroadamantane) (44) which interconverts with the tetrathiane, but not with the 1,2,4-trithiolane, in an equilibrium catalyzed by R-SX-. According to 13C NMR evidence, the tetrathiane-bis(spiroadamantane) occurs in a twist conformation which inverts with ΔG≠ 16.0 kcal mol-1.