1141-08-8

Upstream product

• 611-97-2 bis(p-methylphenyl)-methanone 
• 52897-99-1 bromo(bis-p-tolyl)methane 
• 24686-79-1 4,4'-dimethyl-thiobenzophenone S-oxide 

Downstream Products

• 63086-82-8 2-(Diphenylmethyl)-4,4-ditolyl-6-methyl-4H-3,1-benzothiazine 
• 65159-49-1 4-(4-nitro-phenyl)-2-phenyl-5,5-di-p-tolyl-4,5-dihydro-thiazole 
• 40673-57-2 1,1,2,2-tetra(p-tolyl)ethane 
• 5831-43-6 1,1,2,2-tetrakis(4-methylphenyl)ethylene 
• 74709-71-0 Thioacetic acid S-di-p-tolylmethyl ester 
• 142669-88-3 2,2-di-p-tolylthietane-3-carbonitrile 
• 74366-34-0 2-Isopropyl-4,4-ditolyl-6-methyl-4H-3,1-benzothiazine 
• 18939-92-9 methyl bis(4-methylphenyl)methyl ether 
• 611-97-2 bis(p-methylphenyl)-methanone 
• 24686-79-1 4,4'-dimethyl-thiobenzophenone S-oxide 
• 100181-23-5 3-(4-Methoxy-phenyl)-6,6-di-p-tolyl-4H-[1,5,2]oxathiazine 
• 100181-25-7 3-(4-Nitro-phenyl)-6,6-di-p-tolyl-4H-[1,5,2]oxathiazine 
• 100181-15-5 3-Phenyl-6,6-di-p-tolyl-4H-[1,5,2]oxathiazine 
• 75159-12-5 C₃₅H₂₉NO₂S₃ 

Relevant academic research and scientific papers

Formation of Tetrahydrothiophenes via a Thia-Paternò-Büchi-Initiated Domino Photochemical Reaction

We have established photochemical access to thietane or tetrahydrothiophene compounds from thiobenzophenone derivatives and acrylonitrile, wherein the product selectivity is controlled by a simple adjustment of the reagent concentration in solution. Small libraries of five-membered ring sulfur-containing compounds were prepared through a thia-Paternò-Büchi reaction, followed by a previously unknown regioselective photochemical ring enlargement reaction in a domino process or a stepwise fashion. A mechanism is proposed to rationalize this ring enlargement reaction via a carbene species provided from photoexcited thiocarbonyl compounds.

Gas-Solid Reactions: Photochemical Oxidation of Thioketones in the Crystalline State

Photochemical oxidation of 11 diaryl thioketones (1-11) was conducted in the solid state.Quite interestingly, of these only six were oxidized to the corresponding carbonyl compound whereas the rest were photostable.However, in solution all were readily oxidized.The difference in behaviour between the thioketones in the solid state has been rationalized on the basis of molecular arrangement in the crystal.X-ray crystal structure analyses of four thioketones were carried out in this connection.

Photochemical Oxidation of Thioketones: Steric and Electronic Aspects

Oxidation of diaryl, aryl alkyl, and dialkyl thioketones by singlet oxygen generated via self-sensitization and other independent methods yielded the corresponding ketone and sulfine in varying amounts.A zwitterionic/diradical intermediate arising out of the primary interaction of singlet oxygen with the thiocarbonyl chromophore is believed to be the common intermediate for the ketone and sulfine.While closure of the zwitterion/diradical to give 1,2,3-dioxathietane would lead to the ketone, competing oxygen elimination is believed to lead to the sulfine.This partitioning is governed by steric and electronic factors operating on the zwitterionic/diradical intermediate.