191862-56-3Relevant academic research and scientific papers
Synthesis of 1,2,9,10-tetrahydroxy[2.2]metacyclophanes via pinacol coupling reaction of 1,3-benzenedicarboxyaldehydes
Sahade, Daniel A.,Tsukamoto, Ken-Ichi,Thiemann, Thies,Sawada, Tsuyoshi,Mataka, Shuntaro
, p. 2573 - 2580 (1999)
Tetrahydroxy[2.2]metacyclophanes are formed via the aluminium mediated pinacol coupling reaction of 1,3-benzenedicarboxaldehydes. The results indicate that the presence of functional groups in the aromatic ring of the dialdehydes plays an important role in the formation of the cyclophane structure. Intramolecular coupling reactions as well as a comparison of different reductive systems are discussed in the work.
Novel synthetic route to dihydropyrenes
Chifuku, Kazufumi,Sawada, Tsuyoshi,Kihara, Takao,Shimojo, Kentaro,Sonoda, Hidetoshi,Kuwahara, Yutaka,Shosenji, Hideto,Ihara, Hirotaka
scheme or table, p. 3153 - 3156 (2009/06/18)
We developed a new and short synthetic route to 2,7-di-tert-butyl-trans-15, 16-dimethyldihydropyrene (DHP) via tetrahydroxy[2.2]metacyclophane in four reaction steps with a total yield of 37%. 2,7-Di-tert-butyl-trans-15,16- dimethyldihydropyrene functionalized by acetoxy groups at 4-, 5-, 9-, 10-positions was synthesized via 5,13-di-tert-butyl-8,16-dimethyl-1,2,9,10- tetrahydroxy[2.2]MCP in five reaction steps with a yield of 24%, and its DHP structure was determined by 1H NMR spectroscopy and X-ray crystal-structure analysis. Georg Thieme Verlag Stuttgart.
