40811-05-0Relevant articles and documents
Photochromic performance of 1-thiazolyl-2-vinylcyclopentene derivatives having a phenyl-or 4-methoxyphenyl-substituted olefin
Takami, Shizuka,Shimizu, Ayano,Shimizu, Kazuyuki,Miyoshi, Ryota,Yamaguchi, Tadatsugu,Irie, Masahiro
, p. 1059 - 1064 (2013/10/08)
1-Thiazolyl-2-vinylcyclopentene derivatives, 1-(5-methoxy-2-phenyl-4- thiazolyl)-2-(2-methyl-1-phenyl-1-propenyl) perfluorocyclopentene (1a), 1-[5-methoxy-2-(4-methoxyphenyl)-4-thiazolyl]-2-(2-methyl-1-phenyl-1-propenyl) perfluorocyclopentene (2a), and 1-[5-methoxy-2-(4-methoxyphenyl)-4-thiazolyl]-2- [1-(4-methoxyphenyl)-2-methyl-1-propenyl] perfluorocyclopentene (3a) were synthesized in an attempt to obtain yellow photochromic compounds having low photocycloreversion quantum yields and large absorption coefficients of the closed-ring isomers. Their photochromic performance, thermal stability, and fatigue resistance were compared with 1-[5-methoxy-2-(4-methoxyphenyl)-4- thiazolyl]-2-(1,2-dimethyl-1-propenyl)perfluorocyclopentene (4a) having a methyl-substituted olefin. Upon irradiation with 313 nm light, compounds 1a, 2a, and 3a changed from colorless to various shades of yellow in toluene. The conversions from the open-ring (1a, 2a, and 3a) to the closed-ring (1b, 2b, and 3b) isomers in the photostationary state under irradiation with 313nm light were 93, 95, and 98%, respectively. Among the three derivatives 3b has the largest absorption coefficient (= 18900M-1cm-1) at 428nm and the lowest cycloreversion quantum yield of 1.8 10-3.
Reaction of tricarbonyl[(1-4-η)-2-methoxy-5-vinylidene-cyclohexa-1,3- diene]iron derivatives with carbene: (2+1) Cycloaddition for the rapid synthesis of spiro[2,5]octane
Han, Jeng Liang,Ong, Chi Wi
, p. 1501 - 1507 (2007/10/03)
Tricarbonyl[(1-4-η)-2-methoxy-5-methylene-cyclohexa-1,3-diene]iron (1a) and tricarbonyl[(1-4-η)-2-methoxy-5-isopropylene-cyclohexa-1,3-diene]iron (1b) complexes are unstable 4-vinylidene cyclohexanone equivalents and these react regio- and stereoselectively with carbenes and metallocarbenes to give spiro[2,5]octane ring system. The (2+1) cycloaddition reaction provides a rapid entry into spiro[2,5]octane ring system. In cases where the carbene and metallocarbene contain a good bulky leaving group or an electron-withdrawing group, the cyclopropane ring-opening products are obtained.
Stability-reactivity relation on the reaction of β,β-disubstituted vinyl cations with ethanol
Kobayashi, Shinjiro,Hori, Yuji,Hasako, Toshinori,Koga, Ken-Ichi,Yamataka, Hiroshi
, p. 5274 - 5279 (2007/10/03)
A family of β,β-disubstituted α-(p-methoxyphenyl)vinyl cations has been generated by the laser flash photolysis of the corresponding vinyl bromides, and the rates of reactions of the cations with ethanol in acetonitrile have been measured at 25°C. The obs