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酸位或紫外光诱导的茴香脑异构化和二聚化。

Anethole isomerization and dimerization induced by acid sites or UV irradiation.

机构信息

Chromatography Laboratory, CIBIMOL, Research Center of Excellence CENIVAM, Building 45, Universidad Industrial de Santander, Carrera 27 calle 9, Bucaramanga, Colombia.

出版信息

Molecules. 2010 Jul 22;15(7):5012-30. doi: 10.3390/molecules15075012.

DOI:10.3390/molecules15075012
PMID:20657405
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6257661/
Abstract

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.

摘要

采用高分辨气相色谱-质谱联用技术,证实了反式茴香脑在微孔固体酸(脱铝 Y 型沸石)或紫外光照射下形成顺式茴香脑和各种二聚体。在由 HY 沸石诱导的亲电加成和消除反应产生的 8 种不同的甲氧基苯基取代的己烯中,3,4-双-(4-甲氧基苯基)-(E)-己-2-烯是最丰富的化合物。在甲苯溶液中进行紫外光照射后,在发现的 5 种甲氧基苯基取代的环丁烷混合物中,除顺式茴香脑外,还发现了(1a,2a,3b,4b)-1,2-双-(4-甲氧基苯基)-3,4-二甲基环丁烷,这是混合物的主要成分。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/4a2760df644f/molecules-15-05012-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/201d5219e8ce/molecules-15-05012-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/a793dd593a32/molecules-15-05012-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/d106ed3426eb/molecules-15-05012-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/1a617c4b4406/molecules-15-05012-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/47aacaa9ae61/molecules-15-05012-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/049593e87be0/molecules-15-05012-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/cebe0df28e50/molecules-15-05012-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/5a0a87e1c37c/molecules-15-05012-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/4a2760df644f/molecules-15-05012-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/201d5219e8ce/molecules-15-05012-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/a793dd593a32/molecules-15-05012-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/d106ed3426eb/molecules-15-05012-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/1a617c4b4406/molecules-15-05012-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/47aacaa9ae61/molecules-15-05012-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/049593e87be0/molecules-15-05012-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/cebe0df28e50/molecules-15-05012-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/5a0a87e1c37c/molecules-15-05012-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/11de/6257661/4a2760df644f/molecules-15-05012-g005.jpg

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