Iodination of (E)-2,2,5,5-tetramethyl-3,4-diphenylhex-3-ene: Catalytic effects of silver triflate and water in the I2/Ag2SO4 iodination

Article abstract of DOI:10.1080/00397919708007086

(E)-2,2,5,5-Tetramethyl-3 4-diphenylhex-3-ene does not iodinate under normal conditions. Silver trifluoromethanesulfonate catalysis of the silver sulfate/iodine promoted reaction is shown to add versatility to this reation and successfully produce (E)-3-(4'-iodophenyl)-2,2,5,5-tetramethyl-4-phenylhex-3-ene and (E)-2,2,5,5-tetramethyl-3,4-di(4'-iodophenyl)hex-3-ene in good yield under mild conditions. Success is shown to be dependent upon the presence of a trace of water in the dichloromethane solvent.

Full text of DOI:10.1080/00397919708007086

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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Iodination of (E)-2,2,5,5-
Tetramethyl-3,4-
diphenylhex-3-ene: Catalytic
Effects of Silver Triflate
and Water in the I /Ag SO
2
2
4
Iodination
a
a
Padmanabhan Sekher , James E. Gano & Eddie D.
a
Luzik Jr.
a
Department of Chemistry , Bowman-Oddy
Laboratories University of Toledo , Toledo, OH,
43606, USA
Published online: 22 Aug 2006.
To cite this article: Padmanabhan Sekher , James E. Gano & Eddie D. Luzik Jr. (1997)
Iodination of (E)-2,2,5,5-Tetramethyl-3,4-diphenylhex-3-ene: Catalytic Effects of
Silver Triflate and Water in the I /Ag SO Iodination, Synthetic Communications: An
2
2
4
International Journal for Rapid Communication of Synthetic Organic Chemistry, 27:20,
631-3636, DOI: 10.1080/00397919708007086
3
To link to this article: http://dx.doi.org/10.1080/00397919708007086
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