Journal of the Chemical Society. Perkin transactions I p. 2059 - 2062 (1982)
Update date:2022-08-02
Topics:
Johar, Y.
Zupan, M.
Sket, B.
Cross-linked poly(styrene-4-vinylpyridine) beads, containing 40-43percent of pyridine rings, were transformed with bromine to provide three types of brominating agents (1), (2), and (3).Reactions of cis- and trans-1-phenylpropene with (1), (2), and (3) resulted in a high degree of anti-stereoselectivity.The reactivity increases from (1) to (3); solvent polarity had no significant effect on stereoselectivity, but affects the reactivity, being significantly greater in acetonitrile and chloroform than in cyclohexane and dioxan.Bromination of 1-phenylcyclohexene with (1) and (3) resulted in the formation of trans-1,2-dibromo-1-phenylcyclohexane (9) and 3-bromo-2-phenylcyclohexene (10), the temperature affecting only the ratio of the products.Bromonation of norbornene with the reagents (1), (2) and (3) resulted in the formation of seven products: 2-exo-bromonorbornane (12), 7-bromonortricyclane (13), 2-exo,3-endo-dibromonorbornane (14), 2-exo-7-anti-dibromonorbornane (15), 2-exo,5-endo-dibromonorbornane (16), 2-exo,5-exo-dibromonorbornane (17), and 2-exo,7-syn-dibromonorbornane (18).
View MoreContact:0512-63006287
Address:no.88.YISHENG Road,etdz-WUJIANG,SUZHOU,CHINA
Hangzhou Gangjin Chemical Co.,Ltd.(expird)
Contact:+86-571-85109780
Address:707 Zhejiang Minhang Bldg., No.290 Zhongshan North Road, Hangzhou 310003, China
Nantong Kaixin Pharma Chemical Co.,Ltd.
Contact:86-513-85250786
Address:2-1103 Huachen Mansion, 111 Gongnong Road,Nantong, Jiangsu, China
Contact:+44 7958 511245
Address:PO Box 469, Manchester, UK
Guangxi Nanning Guangtai Agriculture Chemical Co.,Ltd
Contact:+86-771-2311266
Address:Room703,Building12, Software Park Phase II,NO.68,Keyuan Road,Nanning City,Guangxi,China
Doi:10.1039/C2971000555a
(1971)Doi:10.1002/ejoc.200700276
(2007)Doi:10.3184/030823407X191985
(2007)Doi:10.1002/1097-4601(2000)32:8<485::AID-KIN6>3.0.CO;2-X
(2000)Doi:10.1016/S0040-4020(01)92898-4
(1970)Doi:10.1039/ft9969203173
(1996)
