Journal of the American Chemical Society p. 5546 - 5551 (1990)
Update date:2022-08-30
Topics:
Squillacote, Michael
Semple, Thomas C.
We have examined the photochemistry of several s-cis acyclic 1,3-dienes and found that they close to cyclobutenes at 15 K. Extensive investigation of (E,E)-1,4-dideuterio-2,3-dimethyl-1,3-butadiene (DDMB) has shown that there are two pathways to thermal double bond isomerization: the first through an intermediate cyclobutene with a barrier of 48 kcal/mol and the second through an allylmethylene biradical with a barrier of 55 kcal/mol. Examination of the photochemistry of s-cis-DDMB shows for the first time that the s-cis conformer undergoes both electrocyclic closure and double bond isomerization. An excited-state surface is postulated that combines these two photochemical events and includes a concerted nonsynchronous disrotatory closure. This surface also allows prediction of the partitioning ratio between the two photochemical events.
View MoreJinan Jinguilin Chemical Co.,Ltd
Contact:+86-531-81188412
Address:3rd floor of Torch Building, Huanyuan Rd, City of Jinan
Shanghai Anya Chemicals Co.,Ltd
Contact:+86 21 51087925
Address:Room 1101, No.1, Lane 111, Fudu Road, Shanghai, China
shanghai jiuling chemical co.,ltd.
Contact:+86-21-50387295
Address:Zaozhuang Road, Pudong, Shanghai City. China
Contact:86-571-86737118-8689
Address:No.69, 12 Street, HEDA, Hangzhou, Zhejiang, China
Shenzhen Feiming Science and Technology Co,. Ltd
Contact:+86-755-85232577
Address:#B2309, Fenglin International Center ,Jixiang Road, Longcheng street, LongGang District, Shenzhen city, Guangdong province, China.
Doi:10.1039/d1gc00449b
(2021)Doi:10.1039/c3ra42902d
(2013)Doi:10.1021/ma035554b
(2004)Doi:10.1039/b203657f
(2002)Doi:10.1021/j150617a029
(1981)Doi:10.1055/s-1989-27167
(1989)