137454-92-3Relevant academic research and scientific papers
Organic Reactions Catalyzed by Solid Superacids. 9. Friedel-Crafts Cyclobenzylation of Benzene with Bis-(hydroxymethyl)diarylalkanes Catalyzed by a Perfluorinated Sulfonic Acid Resin (Nafion-H)
Yamato, Takehiko,Sakaue, Naozumi,Furusawa, Takashi,Tashiro, Masahi,Prakash, G.K.Surya,Olah, George A.
, p. 2414 - 2438 (2007/10/02)
Cyclobenzylation of benzene using bis(hydroxymethyl)diarylmethanes (6) and bis(hydroxymethyl)diarylaethanes (14) in the presence of solid perfluorinated sulfonic acid resin, Nafion-H, as a catalyst results in novel bridged aromatic compounds, 10,15-dihydro-5H-tribenzocyclononenes (15) and metacyclophanes (17), respectively.The reactions were clean, and water that was formed as a by-product did not deactivate the catalyst.It was also found that cyclobenzylation products, methacyclophanes were not formed via the isomerization of the corresponding orthomethacyclophane (19) under the reaction conditions used.The posible mechanism of the reaction is also discussed.
