Indene dimerization products
The reaction of 1H-indene (indene) in the presence of Friedel-Crafts acids was studied. As expected [M. Spiteller, J. Jovanović, Fuel 78(1999)1263] there were dimers and trimers in the product mixture together with higher oligomers. Among products with double molecular weight relative to the molecul...
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Serbian Chemical Society
2002-01-01
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doaj-dfa7f198d29543308a4afe1c4f59915a2020-12-24T07:40:21ZengSerbian Chemical Society Journal of the Serbian Chemical Society0352-51391820-74212002-01-0167639340610.2298/JSC0206393J0352-51390206393JIndene dimerization productsJovanović Jovan D.0Spiteller Michael1Elling Wilhelm2Faculty of Technology and Metallurgy, BelgradeInstitute for Environmental Research, Dortmund, GermanyInstitute for Environmental Research, Dortmund, GermanyThe reaction of 1H-indene (indene) in the presence of Friedel-Crafts acids was studied. As expected [M. Spiteller, J. Jovanović, Fuel 78(1999)1263] there were dimers and trimers in the product mixture together with higher oligomers. Among products with double molecular weight relative to the molecular weight of indene, the structure of four compounds was determined: 6-(2’,3’-dihydro-1’H-inden-1’-yl)-1H-indene 2-(2’,3’-dihydro-1’H-inden-1’-yl)-1H-indene 1-(2’,3’-dihydro-1’H-inden-2’-yl)-1H-indene and 2,3,1’,3’-tetrahydro-[1,2’]biindenylidene. It was shown that the first one represents an indene alkylation product and that the others were obtained by bonding of the indan-1-ylium ion and indene at the position 2, followed by acid catalyzed 1,2-hydride rearrangement in the case of the third and fourth one. Considering the indene dimerization products as components of pyrolysis oils and as interesting compounds to be used as model substances for NMR, MS and X-ray analysis, the reaction, separation and isolation parameters were optimized in this study.http://www.doiserbia.nb.rs/img/doi/0352-5139/2002/0352-51390206393J.pdfdimers of indenestructure elucidationnmr spectroscopyms spectrometryhplc chromatography. |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Jovanović Jovan D. Spiteller Michael Elling Wilhelm |
spellingShingle |
Jovanović Jovan D. Spiteller Michael Elling Wilhelm Indene dimerization products Journal of the Serbian Chemical Society dimers of indene structure elucidation nmr spectroscopy ms spectrometry hplc chromatography. |
author_facet |
Jovanović Jovan D. Spiteller Michael Elling Wilhelm |
author_sort |
Jovanović Jovan D. |
title |
Indene dimerization products |
title_short |
Indene dimerization products |
title_full |
Indene dimerization products |
title_fullStr |
Indene dimerization products |
title_full_unstemmed |
Indene dimerization products |
title_sort |
indene dimerization products |
publisher |
Serbian Chemical Society |
series |
Journal of the Serbian Chemical Society |
issn |
0352-5139 1820-7421 |
publishDate |
2002-01-01 |
description |
The reaction of 1H-indene (indene) in the presence of Friedel-Crafts acids was studied. As expected [M. Spiteller, J. Jovanović, Fuel 78(1999)1263] there were dimers and trimers in the product mixture together with higher oligomers. Among products with double molecular weight relative to the molecular weight of indene, the structure of four compounds was determined: 6-(2’,3’-dihydro-1’H-inden-1’-yl)-1H-indene 2-(2’,3’-dihydro-1’H-inden-1’-yl)-1H-indene 1-(2’,3’-dihydro-1’H-inden-2’-yl)-1H-indene and 2,3,1’,3’-tetrahydro-[1,2’]biindenylidene. It was shown that the first one represents an indene alkylation product and that the others were obtained by bonding of the indan-1-ylium ion and indene at the position 2, followed by acid catalyzed 1,2-hydride rearrangement in the case of the third and fourth one. Considering the indene dimerization products as components of pyrolysis oils and as interesting compounds to be used as model substances for NMR, MS and X-ray analysis, the reaction, separation and isolation parameters were optimized in this study. |
topic |
dimers of indene structure elucidation nmr spectroscopy ms spectrometry hplc chromatography. |
url |
http://www.doiserbia.nb.rs/img/doi/0352-5139/2002/0352-51390206393J.pdf |
work_keys_str_mv |
AT jovanovicjovand indenedimerizationproducts AT spitellermichael indenedimerizationproducts AT ellingwilhelm indenedimerizationproducts |
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1724372153610010624 |