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 MoreChongqing Rong&Quan Pharmaceutical Technology Co. , Ltd.
Contact:86-023-65268721
Address:No. 7, Manshanhong Village, Pingdingshan, Shapingba District, Chongqing Province, China
KA-SHING Business Trade Macau Co., Ltd.
Contact:00853-28430045
Address:23rd Floor, Block 3 La Cite, Areia Preta, Macao
Jiacheng-Chem Enterprises Limited(expird)
Contact:86-571-86711508
Address:19 Floor, CIBC Holley International Building, No. 198,Wuxing Road, Hangzhou, China,310020
CHANGZHOU HANGYU PHARMACEUTICAL TECHNOLOGY CO., LTD
website:http://www.czyys.com
Contact:0086-519-88802789
Address:No.300,Yanling Middle Road, Changzhou, Jiangsu, China
Contact:+44 (0)161 367 9441
Address:
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)