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A chemoselective route to either 4-methyl-2,4-diphenyl-2-pentene or 1,1,3-trimethyl-3-phenylindane from 2-phenylpropan-2-ol mediated by BiBr3: a mechanistic study
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
2010 (English)In: Tetrahedron Letters, ISSN 0040-4039, E-ISSN 1359-8562, Vol. 51, no 32, 4208-4210 p.Article in journal (Refereed) Published
Abstract [en]

The reaction of 2-phenylpropan-2-ol mediated by BiBr3 can, through control of the temp., yield selectively either 4-methyl-2,4-diphenyl-2-pentene or 1,1,3-trimethyl-3-phenylindane. A reaction mechanism that proceeds via 1-methylstyrene is disclosed.

Place, publisher, year, edition, pages
2010. Vol. 51, no 32, 4208-4210 p.
Keyword [en]
phenylpropanol bismuth tribromide catalyst dimerization mechanism
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:uu:diva-174510DOI: 10.1016/j.tetlet.2010.06.018ISI: 000280345800014OAI: oai:DiVA.org:uu-174510DiVA: diva2:527609
Note

CAPLUS AN 2010:873537(Journal)

Available from: 2012-05-21 Created: 2012-05-21 Last updated: 2017-12-07Bibliographically approved

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Sawadjoon, SupapornSamec, Joseph S. M.

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