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Tetrahydrofluorenyl rhodium complexes: positive impact of p-methoxybenzyl substituent on catalytic annulation reactions

Vladimir Borisovich Kharitonov 1
Vladimir Borisovich Kharitonov
, 
Yulia Vladimirovna Nelyubina 1
Yulia Vladimirovna Nelyubina
, 
Dmitry Victorovich Muratov 1
Dmitry Victorovich Muratov
, 
Dmitry Alexandrovich Loginov 1, 2
Dmitry Alexandrovich Loginov
1 A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
2 G.V. Plekhanov Russian University of Economics, Moscow, Russian Federation
10.1016/j.mencom.2024.01.017
Published 2023-12-25
Communication , Volume 34, Issue 1, 57-60
2
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Kharitonov V. B. et al. Tetrahydrofluorenyl rhodium complexes: positive impact of p-methoxybenzyl substituent on catalytic annulation reactions // Mendeleev Communications. 2023. Vol. 34. No. 1. pp. 57-60.
GOST all authors (up to 50) Copy
Kharitonov V. B., Nelyubina Y. V., Muratov D. V., Loginov D. A. Tetrahydrofluorenyl rhodium complexes: positive impact of p-methoxybenzyl substituent on catalytic annulation reactions // Mendeleev Communications. 2023. Vol. 34. No. 1. pp. 57-60.
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TY - JOUR
DO - 10.1016/j.mencom.2024.01.017
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.017
TI - Tetrahydrofluorenyl rhodium complexes: positive impact of p-methoxybenzyl substituent on catalytic annulation reactions
T2 - Mendeleev Communications
AU - Kharitonov, Vladimir Borisovich
AU - Nelyubina, Yulia Vladimirovna
AU - Muratov, Dmitry Victorovich
AU - Loginov, Dmitry Alexandrovich
PY - 2023
DA - 2023/12/25
PB - Mendeleev Communications
SP - 57-60
IS - 1
VL - 34
ER -
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@article{2023_Kharitonov,
author = {Vladimir Borisovich Kharitonov and Yulia Vladimirovna Nelyubina and Dmitry Victorovich Muratov and Dmitry Alexandrovich Loginov},
title = {Tetrahydrofluorenyl rhodium complexes: positive impact of p-methoxybenzyl substituent on catalytic annulation reactions},
journal = {Mendeleev Communications},
year = {2023},
volume = {34},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.017},
number = {1},
pages = {57--60},
doi = {10.1016/j.mencom.2024.01.017}
}
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Kharitonov, Vladimir Borisovich, et al. “Tetrahydrofluorenyl rhodium complexes: positive impact of p-methoxybenzyl substituent on catalytic annulation reactions.” Mendeleev Communications, vol. 34, no. 1, Dec. 2023, pp. 57-60. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.017.
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Keywords

alkynes
C–H annulation
homogeneous catalysis.
indenyl ligand
rhodium complexes

Abstract

Rhodium complex based on 9-(p-methoxybenzyl)-1,2,3,4-tetrahydrofluorenyl ligand was found to be an efficient catalyst for various C-H annulation reactions such as couplings of benzoic acids with alkynes, pivaloyl hydroxamate with alkenes, or the tandem reaction of p-anisaldehyde and p-toluidine with tolane. The catalyst demonstrated higher catalytic performance than the unsubstituted analog due to the stabilization of the rhodium-tetrahydrofluorenyl bond. Tetrahydrofluorenyl rhodium complexes also effectively catalyzed the synthesis of tetramethyl thiophene-2,3,4,5- tetracarboxylate from elemental sulfur and dimethyl acetylenedicarboxylate.

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