Journal of the Chemical Society. Perkin transactions I p. 2425 - 2434 (1980)
Update date:2022-08-04
Topics:
Berridge, John C.
Forrester, John
Foulger, Brian E.
Gilbert, Andrew
The photocycloaddition reactions of benzene with 1,2-, 1,3-, and 1,4-dienes are described.Propa-1,2-diene (allene) and cyclonona-1,2-diene are unique among hydrocarbon ethylenic systems since 1,2-para-cycloaddition to the benzene ring is the major mode of reaction.The meta-cycloaddition of 1,2-dienes is regiospecific and this is accounted for by a mechanism involving prior meta-bonding in the arene leading to a polarised prefulvene species which undergoes 1,2-addition to the diene.The conformationally fixed cis-diene 1,2-dimethylenecyclohexane undergoes selective 1,4-para and 1,4-meta-photocycloaddition to benzene whereas the reaction with 3-methylenecyclohexene is of low yield and non-selective giving diene dimers, substitution products, and adducts.Penta-1,4-diene and cyclohexa-1,4-diene yield 1,2-meta-cyclo-adducts with benzene, and evidence is presented for formation of 1,2-para-cycloadducts from each system: diene dimers are also produced in the latter case but solutions of bicyclo<2.2.1>hepta-2,5-diene in benzene are essentially inert photochemically.
View MoreSuZhou Ascepion Pharmaceuticals, Inc.(expird)
Contact:0512-86881668
Address:Building C,68Xingqing Road,Suzhou,China.
Shandong Xiangde Biotechnology Co., Ltd
Contact:+86 -15066639877
Address:Sanba street
Wuhan Sunrise Pharmaceutical Technology Co., Ltd
Contact:+86-27-83314682
Address:Room 340, New material Industrial base No.17, Gu Tian Five Lu , Qiaokou District, Wuhan , China
KINHENG CHEMICAL(SHANGHAI)CO., LTD.
Contact:+8621-60490170
Address:Room401, No.28,Lane 189, Yangshupu Rd. Shanghai, China.
Jiangsu Willing Bio-Tech Co ltd
website:http://www.willingbio.com/
Contact:+86 18796908173
Address:No 18 Guoqiao Road
Doi:10.1016/S0040-4039(00)92600-5
(1980)Doi:10.1016/S0040-4039(00)78671-0
(1980)Doi:10.1021/jo01104a609
(1958)Doi:10.1002/jhet.5570170607
(1980)Doi:10.1021/jo00323a009
(1981)Doi:10.1039/DT9810001061
(1981)
