Regioselectivity of acid-catalyzed cyclization of 1-(3,4-dialkylaryl)-3- chloropropan-1-ones to indanones. Comparison of experimental data and results of computer simulation
Publication type: Journal Article
Publication date: 2009-05-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
The acid-catalyzed cyclization of 1-(3,4-dialkylaryl)-3-chloropropan-1-ones to dialkylindanones via the intermediate formation of (3,4-dialkylaryl)propenones was studied. This reaction affords isomeric products: 5,6-dialkylindan-1-ones and 4,5-dialkylindan-1-ones. The DFT quantum chemical calculation results correlate with the experimental data and suggest that the structural factors affect the ratio of products.
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Ivchenko P. V. et al. Regioselectivity of acid-catalyzed cyclization of 1-(3,4-dialkylaryl)-3- chloropropan-1-ones to indanones. Comparison of experimental data and results of computer simulation // Russian Chemical Bulletin. 2009. Vol. 58. No. 5. pp. 929-935.
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Ivchenko P. V., Nifantev I. E., Ustynyuk L., Ezerskii V. A. Regioselectivity of acid-catalyzed cyclization of 1-(3,4-dialkylaryl)-3- chloropropan-1-ones to indanones. Comparison of experimental data and results of computer simulation // Russian Chemical Bulletin. 2009. Vol. 58. No. 5. pp. 929-935.
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TY - JOUR
DO - 10.1007/s11172-009-0117-0
UR - http://link.springer.com/10.1007/s11172-009-0117-0
TI - Regioselectivity of acid-catalyzed cyclization of 1-(3,4-dialkylaryl)-3- chloropropan-1-ones to indanones. Comparison of experimental data and results of computer simulation
T2 - Russian Chemical Bulletin
AU - Ivchenko, P V
AU - Nifantev, I E
AU - Ustynyuk, L.Yu.
AU - Ezerskii, V A
PY - 2009
DA - 2009/05/01
PB - Springer Nature
SP - 929-935
IS - 5
VL - 58
SN - 1066-5285
SN - 1573-9171
ER -
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@article{2009_Ivchenko,
author = {P V Ivchenko and I E Nifantev and L.Yu. Ustynyuk and V A Ezerskii},
title = {Regioselectivity of acid-catalyzed cyclization of 1-(3,4-dialkylaryl)-3- chloropropan-1-ones to indanones. Comparison of experimental data and results of computer simulation},
journal = {Russian Chemical Bulletin},
year = {2009},
volume = {58},
publisher = {Springer Nature},
month = {may},
url = {http://link.springer.com/10.1007/s11172-009-0117-0},
number = {5},
pages = {929--935},
doi = {10.1007/s11172-009-0117-0}
}
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Ivchenko, P. V., et al. “Regioselectivity of acid-catalyzed cyclization of 1-(3,4-dialkylaryl)-3- chloropropan-1-ones to indanones. Comparison of experimental data and results of computer simulation.” Russian Chemical Bulletin, vol. 58, no. 5, May. 2009, pp. 929-935. http://link.springer.com/10.1007/s11172-009-0117-0.