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1 article(s) from Chiacchio, Maria-Assunta

Transient and intermediate carbocations in ruthenium tetroxide oxidation of saturated rings

Manuel Pedrón,
Laura Legnani,
Maria-Assunta Chiacchio,
Pierluigi Caramella,
Tomás Tejero and
Pedro Merino

Beilstein J. Org. Chem. 2019, 15, 1552–1562, doi:10.3762/bjoc.15.158

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Scheme 1: Oxidation of alkanes with RuO₄.

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Scheme 2: Mechanisms for RuO₄ oxidation of alkanes.

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Scheme 3: Oxidation of saturated five-membered (hetero)cyclic compounds.

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Scheme 4: Rate-limiting step for the oxidation of cyclopentane (R1), tetrahydrofuran (R2) and tetrahydrothiop...

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Figure 1: Optimized (B3LYP-d3bj/Def2SVP/cpcm=MeCN) geometries of transition structures corresponding to the o...

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Figure 2: ELF analysis for the oxidation of cyclopentane (R1). Left: evolution of the electron population alo...

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Figure 3: ELF analysis for the oxidation of tetrahydrofuran (R2, A) and tetrahydrothiophene (R3, B). Left: ev...

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Figure 4: ELF assignment of electrons to the Ru environment. C(Ru) corresponds to a monosynaptic core basin a...

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Scheme 5: Rate-limiting step for the oxidation of N-methyl- and N-benzylpyrrolidines R4 and R5, respectively.

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Figure 5: Energy profile for the oxidation of R4 and R5. Relative energies, calculated at the B3LYP-d3bj/Def2...

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Figure 6: Optimized (B3LYP-d3bj/Def2SVP/cpcm=water) transition structures for the oxidation of R4 and R5.

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Published 11 Jul 2019

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