Canadian Journal of Chemistry p. 1081 - 1084 (1986)
Update date:2022-08-02
Topics:
Cristol, Stanley J.
Braun, Dieter
Schloemer, George C.
Plas, Bart J. Vanden
Irradiations of a number of bicyclic and tricyclic bromides and chlorides containing aromatic rings have been carried out.With the allylic chlorides 2-Cl and 3-Cl, triplet- sensitized photoreactions in acetone (or in acetonitrile with acetophenone sensitizer) lead to allylic scrambling and allyl-to-cyclopropyl isomerization to 5-Cl, while the corresponding bromides, under similar conditions, give allylic scrambling, photo-Wagner-Meerwein rearrangement, and photosolvolysis, but no allyl-to-cyclopropyl isomerization.The differences in reaction types are ascribed to the requirement for intramolecular electron transfer for the "ionic" reactions, which may be exothermic in triplet states of the bromides, but not in those of the chlorides.In direct irradiations in acetic acid with 254-nm light, the singlet state of the chloride 2-Cl is photoactive in the "ionic" sense, giving a mixture of acetates, benzofluorenes, and 1-methylfluoranthene.The latter hydrocarbon is the major product in the direct irradiation of 5-Cl in acetic acid, along with a mixture of acetates.The photochemical results are contrasted with the ground-state solvolyses of these compounds.
View Moreshijiazhuang alkay chemicals co..ltd(expird)
Contact:86-311-67692035
Address:2601,juntang building,qiaodong district,shijiazhuang
Wuhan Silworld Chemical Co.,Ltd
website:http://www.silworldchemical.com
Contact:+86-27-85613400
Address:No.198 jiangjun Road, Wuhan,China 430033
FUJIAN SHANSHUI CHEMICAL CORP.LTD.
Contact:+86-151-59920036
Address:Jinqiao Gareden, jo@fj-xinyi.com
Xiamen Huasing Chemicals Co.Ltd.
Contact:0086-592-6228397
Address:NO.24, Xinglin North 2nd Road,Jimei district
Dalian RSD International Trade Co.,Ltd.(expird)
Contact:86-22-60875058 58610575
Address:Wantong International Areas, Hongqiao District, Tianjin, China.China
Doi:10.1016/j.tet.2016.07.032
(2016)Doi:10.1016/S0022-328X(00)89795-8
(1972)Doi:10.1021/ja01011a031
(1968)Doi:10.1002/jps.2600590616
(1970)Doi:10.1081/SCC-100104344
(2001)Doi:10.1246/bcsj.45.830
(1972)