Open Access
Ti group metallocene-catalyzed synthesis of 1-hexene dimers and tetramers
Pavel V Kovyazin
1
,
Almira Kh Bikmeeva
1
,
Denis N Islamov
1
,
Vasiliy M Yanybin
1
,
Tatyana V Tyumkina
1
,
Publication type: Journal Article
Publication date: 2021-05-08
PubMed ID:
34066770
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
1-Hexene transformations in the catalytic systems L2MCl2–XAlBui2 (L = Cp, M = Ti, Zr, Hf; L = Ind, rac-H4C2[THInd]2, M = Zr; X = H, Bu i) and [Cp2ZrH2]2-ClAlR2 activated by MMAO-12, B(C6F5)3, or (Ph3C)[B(C6F5)4] in chlorinated solvents (CH2Cl2, CHCl3, o-Cl2C6H4, ClCH2CH2Cl) were studied. The systems [Cp2ZrH2]2-MMAO-12, [Cp2ZrH2]2-ClAlBui2-MMAO-12, or Cp2ZrCl2-HAlBui2-MMAO-12 (B(C6F5)3) in CH2Cl2 showed the highest activity and selectivity towards the formation of vinylidene head-to-tail alkene dimers. The use of chloroform as a solvent provides further in situ dimer dimerization to give a tetramer yield of up to 89%. A study of the reaction of [Cp2ZrH2]2 or Cp2ZrCl2 with organoaluminum compounds and MMAO-12 by NMR spectroscopy confirmed the formation of Zr,Zr-hydride clusters as key intermediates of the alkene dimerization. The probable structure of the Zr,Zr-hydride clusters and ways of their generation in the catalytic systems were analyzed using a quantum chemical approach (DFT).
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(45.45%)
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Kovyazin P. V. et al. Ti group metallocene-catalyzed synthesis of 1-hexene dimers and tetramers // Molecules. 2021. Vol. 26. No. 9. p. 2775.
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Kovyazin P. V., Bikmeeva A. Kh., Islamov D. N., Yanybin V. M., Tyumkina T. V., Parfenova L. V. Ti group metallocene-catalyzed synthesis of 1-hexene dimers and tetramers // Molecules. 2021. Vol. 26. No. 9. p. 2775.
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RIS
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TY - JOUR
DO - 10.3390/molecules26092775
UR - https://doi.org/10.3390/molecules26092775
TI - Ti group metallocene-catalyzed synthesis of 1-hexene dimers and tetramers
T2 - Molecules
AU - Kovyazin, Pavel V
AU - Bikmeeva, Almira Kh
AU - Islamov, Denis N
AU - Yanybin, Vasiliy M
AU - Tyumkina, Tatyana V
AU - Parfenova, Lyudmila V.
PY - 2021
DA - 2021/05/08
PB - MDPI
SP - 2775
IS - 9
VL - 26
PMID - 34066770
SN - 1420-3049
ER -
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BibTex (up to 50 authors)
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@article{2021_Kovyazin,
author = {Pavel V Kovyazin and Almira Kh Bikmeeva and Denis N Islamov and Vasiliy M Yanybin and Tatyana V Tyumkina and Lyudmila V. Parfenova},
title = {Ti group metallocene-catalyzed synthesis of 1-hexene dimers and tetramers},
journal = {Molecules},
year = {2021},
volume = {26},
publisher = {MDPI},
month = {may},
url = {https://doi.org/10.3390/molecules26092775},
number = {9},
pages = {2775},
doi = {10.3390/molecules26092775}
}
Cite this
MLA
Copy
Kovyazin, Pavel V., et al. “Ti group metallocene-catalyzed synthesis of 1-hexene dimers and tetramers.” Molecules, vol. 26, no. 9, May. 2021, p. 2775. https://doi.org/10.3390/molecules26092775.