Tetrahedron p. 2717 - 2726 (1985)
Update date:2022-08-05
Topics:
Cristau
Plenat
Duc
Bennamara
A new way to 1,4 butadienylene bisphosphonium salts 2 is given, using a base-catalyzed double isomerization process on acetylenic precursors 3. The precursor can be synthetized by nucleophilic substitution of 1,4-diiodo 2-butyne with triphenylphosphine. The selection of the 1,4-dihalo 2-butyne has a strong influence on the course of the reaction which, besides that, can lead to exclusive formation of a new stabilized ylid-disalt 5. The stereoselectivity of the t.butylamine induced double isomerization allows the isolation of the kinetic product, the (Z, E) 1,4-butadienylene bisphosphoniun salt, which is then readily converted into the more stable (E, E) isomer.
Shao Xing Empire Import&Export CO.,ltd
Contact:86-575-82127757
Address:11#, Weiwu Road, Shangyu Industrial Park, Hangzhou Bay, Hangzhou, Zhejiang Province, China
Contact:+86-577-65618087-605
Address:Room 402, Unit 4 Xinhu Bldg. Waitan Ruian City, Zhejiang China.
Jiangsu Institute of Ecomones Co., Ltd
website:http://www.jsmone.com
Contact:+86-519-82821700
Address:95 Huanyuan N. Road, Jintan, Jiangsu, China
Beijing Mesochem Technology Co.,LTD
website:http://www.mesochem.com
Contact:0086-10-57862036
Address:2301, Floor 23, Building 9 Lippo Plaza, Yard 8 Ronghua Middle Road, ETDZ, Beijing, China
Huangshan Violet Biological Technology Co., Ltd
Contact:+86-559-2335676
Address:16-201 JinShanYuan,JiangNan New City,TunXi District,HuangShan City,AnHui Province,China
Doi:10.1007/s11172-007-0189-7
(2007)Doi:10.1021/jo00381a009
(1987)Doi:10.1002/hlca.201000361
(2011)Doi:10.1039/c0ob00205d
(2010)Doi:10.1002/hlca.19640470209
(1964)Doi:10.1021/jm00095a023
(1992)
