1432-53-7Relevant articles and documents
Synthesis of Spiro[2.2]pentanes and Spiro[2.3]hexanes Employing the Me3Al/CH2I2 Reagent
Ramazanov, Ilfir R.,Kadikova, Rita N.,Zosim, Tat'yana P.,Dzhemilev, Usein M.,de Meijere, Armin
, p. 7060 - 7067 (2017/12/28)
Substituted alkylidenecyclopropanes reacted with 5 equivalents each of Me3Al and CH2I2 at room temperature in hexane to give 1-mono- and 1,1-disubstituted spiro[2.2]pentanes in high yields. Surprisingly, the same reaction
Laser flash photolysis measurements of the kinetics of ring opening of the 2,2-diphenylcyclobutylcarbinyl radical
Choi, Seung-Yong,Horner, John H.,Newcomb, Martin
, p. 4447 - 4449 (2007/10/03)
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Photoinduced skeletal rearrangement of 1,1-diarylspiropentanes
Takahashi, Yasutake,Ohaku, Hitoshi,Morishima, Shin-Ichi,Suzuki, Takanori,Ikeda, Hiroshi,Miyashi, Tsutomu
, p. 319 - 325 (2007/10/03)
The photochemical reactivities of 1,1-diarylspiropentanes 1a-c have been investigated under various photolysis conditions. Upon direct photolysis or acetone-sensitized photolysis, 1 underwent skeletal rearrangement to afford methylidenecyclobutanes 2, 3 and 4. A mechanism involving diradical intermediates has been proposed. Also studied were the photochemical and thermal reactions of the electron donor-acceptor (EDA) complexes of 1 with tetracyanoethylene (TCNE). Photoirradiation of the charge-transfer (CT) absorption bands of the EDA complexes resulted in the skeletal rearrangement of 1 to 2 and 3, with concomitant formation of TCNE adducts 11b,c and 12a-c. The X-ray structure of 11c is reported. A mechanism involving ion radical pairs [1?+, TCNE?-] is proposed for the photoreaction. In contrast, no skeletal rearrangement was observed in the thermal reaction of the EDA complexes although i1b and 11c were produced.