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Molecules 2010, 15(7), 5012-5030; doi:10.3390/molecules15075012

Anethole Isomerization and Dimerization Induced by Acid Sites or UV Irradiation

, *  and
Chromatography Laboratory, CIBIMOL, Research Center of Excellence CENIVAM, Building 45, Universidad Industrial de Santander, Carrera 27 calle 9, Bucaramanga, Colombia
* Author to whom correspondence should be addressed.
Received: 21 May 2010 / Revised: 21 June 2010 / Accepted: 25 June 2010 / Published: 22 July 2010
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The formation of cis-anethole and various dimers as a result of the exposure of trans-anethole to microporous solid acids (dealuminated HY zeolites), or UV-Vis irradiation was established by means of high resolution gas chromatography coupled to mass spectrometry. 3,4-bis-(4-Methoxyphenyl)-(E)-hex-2-ene was the most abundant compound among eight different methoxyphenyl-disubstituted hexenes produced by electrophilic addition and elimination reactions induced by HY zeolites. (1a,2a,3b,4b)-1,2-bis(4-Methoxyphenyl)-3,4-dimethylcyclobutane was the principal component in the mixture of 5 methoxyphenyl-disubstituted cyclobutanes found, together with cis-anethole, after UV-Vis irradiation of a trans-anethole solution in toluene.
Keywords: trans-anethole; photoisomerization; HY zeolite; cis-anethole; dimerization trans-anethole; photoisomerization; HY zeolite; cis-anethole; dimerization
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Castro, H.T.; Martínez, J.R.; Stashenko, E. Anethole Isomerization and Dimerization Induced by Acid Sites or UV Irradiation. Molecules 2010, 15, 5012-5030.

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