Superacid and H-Zeolite Mediated Reactions of Benzaldehyde with Aromatic Compounds and Cyclohexane. The Role of Mono- and Dicationic Intermediates
1
Laboratoire de physico-chimie des hydrocarbures, Pascal, France
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Publication type: Journal Article
Publication date: 2004-11-06
scimago Q2
wos Q3
SJR: 0.539
CiteScore: 4.9
Impact factor: 2.4
ISSN: 1011372X, 1572879X
General Chemistry
Catalysis
Abstract
Reactions of benzaldehyde (1) and related compounds–3-pyridinecarboxaldehyde (9) and acetophenone with benzene, chlorobenzene, o-dichlorobenzene and cyclohexane in the presence of superacids or H-form zeolite, HUSY were (re)investigated. In accordance with previous data, 1 condenses with benzene in triflic acid (CF3SO3H) as well as on HUSY to give triphenylmethane. At elevated temperature 1 also reacts with chlorobenzene but is inert towards o-dichlorobenzene. While 1 does not react with cyclohexane in CF3SO3H−SbF5, 9 undergoes readily selective ionic hydrogenation to give 3-pyridilcarbinol (14). In the presence of excess of AlCl3, however, as well as on HUSY, 1 reacts with cyclohexane to produce toluene. The mechanistic aspects of these reactions are discussed. Opposed to earlier, repeatedly cited suggestions that the reactivity of 1 involves, as in case of 9, superelectrophilic diprotonated species, we show that a monocationic intermediate is the best rationale for these results
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Citations from 2025:
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Koltunov K. Yu. et al. Superacid and H-Zeolite Mediated Reactions of Benzaldehyde with Aromatic Compounds and Cyclohexane. The Role of Mono- and Dicationic Intermediates // Catalysis Letters. 2004. Vol. 98. No. 2-3. pp. 89-94.
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Koltunov K. Yu., Walspurger S., Sommer J. Superacid and H-Zeolite Mediated Reactions of Benzaldehyde with Aromatic Compounds and Cyclohexane. The Role of Mono- and Dicationic Intermediates // Catalysis Letters. 2004. Vol. 98. No. 2-3. pp. 89-94.
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TY - JOUR
DO - 10.1007/s10562-004-7919-3
UR - https://doi.org/10.1007/s10562-004-7919-3
TI - Superacid and H-Zeolite Mediated Reactions of Benzaldehyde with Aromatic Compounds and Cyclohexane. The Role of Mono- and Dicationic Intermediates
T2 - Catalysis Letters
AU - Koltunov, Konstantin Yu
AU - Walspurger, Stphane
AU - Sommer, Jean
PY - 2004
DA - 2004/11/06
PB - Springer Nature
SP - 89-94
IS - 2-3
VL - 98
SN - 1011-372X
SN - 1572-879X
ER -
Cite this
BibTex (up to 50 authors)
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@article{2004_Koltunov,
author = {Konstantin Yu Koltunov and Stphane Walspurger and Jean Sommer},
title = {Superacid and H-Zeolite Mediated Reactions of Benzaldehyde with Aromatic Compounds and Cyclohexane. The Role of Mono- and Dicationic Intermediates},
journal = {Catalysis Letters},
year = {2004},
volume = {98},
publisher = {Springer Nature},
month = {nov},
url = {https://doi.org/10.1007/s10562-004-7919-3},
number = {2-3},
pages = {89--94},
doi = {10.1007/s10562-004-7919-3}
}
Cite this
MLA
Copy
Koltunov, Konstantin Yu., et al. “Superacid and H-Zeolite Mediated Reactions of Benzaldehyde with Aromatic Compounds and Cyclohexane. The Role of Mono- and Dicationic Intermediates.” Catalysis Letters, vol. 98, no. 2-3, Nov. 2004, pp. 89-94. https://doi.org/10.1007/s10562-004-7919-3.