5289-37-2

Upstream product

• 128742-41-6 1,1-Bis-(4-methoxy-phenyl)-spiro[2.2]pentane 
• 118-75-2 chloranil 
• 765-85-5 methyl cyclobutanecarboxylate 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 1191-95-3 cyclobutanone 
• 90-96-0 bis(p-methoxyphenyl)methanone 

Downstream Products

• 128742-44-9 C₁₉H₂₀O₂ 
• 128742-48-3 4-{2-[Bis-(4-methoxy-phenyl)-methylene]-cyclobutoxy}-2,3,5,6-tetrachloro-phenol 
• 134046-21-2 C₃₁H₂₀Cl₈O₆ 
• 179938-57-9 1,2-bis(4-methoxyphenyl)cyclopent-1-ene 
• 5383-22-2 2,2-bis(4-methoxyphenyl)cyclopentanone 
• 14151-77-0 Bis-(4-acetoxy-phenyl)-cyclobutyliden-methan 
• 4609-11-4 1,5-bis(4-methoxyphenyl)pentane-1,5-dione 

Relevant academic research and scientific papers

Convenient one-pot synthesis of 2,2-bis-(4-hydroxyphenyl)-cyclopentanone

(Chemical Equation Presented) 2,2-Bis-(4-hydroxyphenyl)-cyclopentanone (3a) was unexpectedly obtained in 76% yield from a reductive coupling reaction of 4,4′-dihydroxybenzophenone (1a) and cyclobutanone with TiCl4 and Zn. Further optimization showed that catechol as an external ligand and a hydroxy group on benzophenone facilitated the generation of a quinonemethide (intermediate II) that is involved in the pinacol-type rearrangement of intermediate I to give the rearranged product.

Photoinduced skeletal rearrangement of 1,1-diphenylspiropentanes

Photoreactions of 1,1-diphenylspiropentanes have been investigated under various photochemical conditions. The exploratory studies have provided unprecedented examples of photochemically induced skeletal rearrangement of spiropentanes to methylenecyclobutanes.

Divergent rearrangement pathways in the electron-transfer induced spiropentane-methylenecyclobutane rearrangement: Role of CIP and SSIP

Photogenerated 1,1-diarylspiropentane cation radicals competitively rearranged to the more thermodynamically stable 1-(diarylmethylene)cyclobutanes and the less stable 2,2-diaryl-1-methylenecyclobutanes in a concerted and stepwise manner, respectively.