Journal of the Chemical Society. Perkin transactions I p. 319 - 325 (1996)
Update date:2022-07-29
Topics:
Takahashi, Yasutake
Ohaku, Hitoshi
Morishima, Shin-Ichi
Suzuki, Takanori
Ikeda, Hiroshi
Miyashi, Tsutomu
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.
View MoreContact:+86-25-83719363
Address:106-7 Chunnan Rd, Chunxi Town, Gaochun, Nanjing, China
Liaoyang Xinyou Chemical Products Co.,Ltd.
Contact:+86-419-5165433 13604191870
Address:Huishang Road6-1, Hongwei District, Liaoyang, Liaoning, China
Lanling Hongchuang Flame Retardant Co., Ltd.
Contact:+86-531-68858132
Address:East Huafeichang Road, Cangshan County, Linyi, Shandong, China (Mainland)
Ningbo Inno Pharmchem Co., Ltd.
Contact:86-574-87319282
Address:6F-5,NO.163 RUIQING RD.,NINGBO 315000 CHINA
Shanghai Synmedia Chemical Co., Ltd
Contact:+86-21-38681880
Address:6th Floor, 11A Building, No.528 Ruiqing Road, Heqing town, Pudong new district, Shanghai China
Doi:10.1021/acs.joc.9b02391
(2019)Doi:10.1021/ja00177a022
(1990)Doi:10.1016/j.tet.2015.02.055
(2015)Doi:10.1016/j.ejmech.2011.01.015
(2011)Doi:10.1016/S0040-4020(01)82032-9
(1990)Doi:10.1021/ja00177a070
(1990)
