Journal of the American Chemical Society p. 2715 - 2718 (1981)
Update date:2022-08-03
Topics:
Bergman, Jan
Engman, Lars
2,5-Dihydrotellurophene 1,1-dichloride was isolated in 62% yield when TeCl4 was heated in acetonitrile with an excess of butadiene. Isoprene and 2,3-dimethylbutadiene reacted similarly affording the 3-methyl- and the 3,4-dimethyl-substituted 2,5-dihydrotellurophene 1,1-dichlorides which were easily reduced with aqueous Na2S to the corresponding 2,5-dihydrotellurophenes. 2,5-Dihydrotellurophene could be converted to its 1,1-dibromide and 1,1-diiodide, respectively, by treatment with Br2 and I2. Treatment with XeF2 afforded the 1,1-difluoride and oxidation with H2O2 similarly afforded 2,5-dihydrotellurophene 1-oxide, which was not isolated. The double bond of 2,5-dihydrotellurophene 1,1-dichloride was inert to treatment with Br2 or Cl2, probably due to an interaction, either steric or electronic, with the TeCl2 group.
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(2002)Doi:10.1007/BF00504110
(1980)Doi:10.1002/hlca.193501801199
(1935)Doi:10.1038/121244a0
()Doi:10.1246/cl.1981.335
(1981)Doi:10.1055/s-1981-29388
(1981)