Bulletin of the Chemical Society of Japan p. 1365 - 1375 (1999)
Update date:2022-09-26
Topics:
Uno, Hidemitsu
Nibu, Nobumasa
Misobe, Noboru
The coupling reaction of perfluoroalkylated 2-aryl-1,1-dibromoalkenes using zinc and copper(1) bromide gave stereoisomeric mixtures of [3]cumulenes and [4]radialenes. The ratio of [3]cumulenes and [4]radialenes mainly depended upon the reaction temperature and the electronic character of the aryl group. When the coupling reaction was carried out at -40 °C, (E)- and (Z)-[3]cumulenes were obtained in good selectivity and only trace amounts of [4]radialenes were detected by a 19FNMR analysis. On the other hand, a similar reaction at -60 °C afforded a considerable amount of [4]radialene isomers. When the cis-[3]cumulenes were heated at an appropriate temperature, selective isomerization to trans-[3]cumulenes occurred.
View MoreContact:+86-0592 5353131
Address:No.56 Guani Road Software Park 2,Siming District
Naturalin Bio-Resource Co., Ltd
website:http://www.naturalin.com
Contact:+86-0731-84430651
Address:B1-402, Lu-Valley Enterprise Square.No.27 Wenxuan Road. Lu-Valley Hi-Tech District.
Contact:+86 18616952870
Address:Area
Taizhou Chemedir Biopharm-tech Co., Ltd
Contact:+86 523 86200218
Address:G09, No. 1 Avenue China Medical City, Taizhou,Jiangsu, China
ABA Chemicals (Shanghai) Limited
Contact:021- 5115 9199-232
Address:Suite 18D, #201 Ningxia Road,
Doi:10.1016/j.jorganchem.2009.03.023
(2009)Doi:10.1039/C1968001051b
()Doi:10.1016/j.tetlet.2004.08.119
(2004)Doi:10.1021/ol500886a
(2014)Doi:10.1021/jacs.0c09275
(2020)Doi:10.1016/S0957-4166(98)00154-2
(1998)