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1 article(s) from Jordaan, Johan H L

Catalysis of linear alkene metathesis by Grubbs-type ruthenium alkylidene complexes containing hemilabile α,α-diphenyl-(monosubstituted-pyridin-2-yl)methanolato ligands

Tegene T. Tole,
Johan H. L. Jordaan and
Hermanus C. M. Vosloo

Beilstein J. Org. Chem. 2019, 15, 194–209, doi:10.3762/bjoc.15.19

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Graphical Abstract

Figure 1: Structures of Grubbs 1 (1) and 2 (2) precatalysts.

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Scheme 1: Design concepts for ruthenium alkylidene precatalysts [3].

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Figure 2: Structures of Grubbs 1-type (3) and 2-type (4) pyridinyl-alcoholato precatalysts.

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Figure 3: Structures of Grubbs 2-type (5) pyridinyl-alcoholato precatalysts.

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Figure 4: Structures of pyridinyl-substituted Grubbs 2-type pyridinyl-alcoholato precatalysts.

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Figure 5: The influence of the reaction temperature on the (a) conversion of 1-octene, (b) formation of PMPs ...

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Figure 6: The influence of the reaction temperature on the (a) conversion of 1-octene, (b) formation of PMPs ...

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Figure 7: The influence of the reaction temperature on the (a) conversion of 1-octene, (b) formation of PMPs ...

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Figure 8: The influence of the reaction temperature on the (a) conversion of 1-octene, (b) formation of PMPs ...

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Figure 9: Geometry-optimised structures of precatalyst 9, 6 and 8.

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Figure 10: An illustration of the envisaged methoxy oxygen lone pair-aromatic π-electron interaction.

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Figure 11: Influence of precatalysts 6–9 and 5d on the (a) conversion of 1-octene and (b) ln([n%1-octene]) ver...

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Figure 12: ¹H NMR spectra of the carbene-H_α region at different time intervals of the 1-octene/7 reaction mixt...

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Figure 13: ¹H NMR spectra of the H_α region of the pyridine ring of the 1-octene/7 reaction mixture in toluene-d...

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Scheme 2: Synthesis of pyridinyl-alcohol ligands and Grubbs 2-type pyridinyl-alcoholato complexes.

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Full Research Paper

Published 22 Jan 2019

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