Catalytic regeneration of a Th-H bond from a Th-O bond through a mild and chemoselective carbonyl hydroboration

Tapas Ghatak; Konstantin Makarov; Natalia Fridman; Moris S. Eisen

doi:10.1039/c8cc05030a

Catalytic regeneration of a Th-H bond from a Th-O bond through a mild and chemoselective carbonyl hydroboration

Tapas Ghatak, Konstantin Makarov, Natalia Fridman, Moris S. Eisen^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

33 Scopus citations

Abstract

Here we present an unprecedented chemoselective hydroboration for aldehydes and ketones catalysed by actinides. The reaction features a very low catalyst loading (0.1-0.004 mol%) and quantitative product formation in less than 15 minutes, at room temperature. Thermodynamic and kinetic studies including stoichiometric and labeling studies with deuterated pinacolborane allow us to propose a plausible mechanism for this remarkable catalytic regeneration of a Th-H bond via carbonyl hydroboration.

Original language	English
Pages (from-to)	11001-11004
Number of pages	4
Journal	Chemical Communications
Volume	54
Issue number	78
DOIs	https://doi.org/10.1039/c8cc05030a
State	Published - 2018
Externally published	Yes

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abstract = "Here we present an unprecedented chemoselective hydroboration for aldehydes and ketones catalysed by actinides. The reaction features a very low catalyst loading (0.1-0.004 mol%) and quantitative product formation in less than 15 minutes, at room temperature. Thermodynamic and kinetic studies including stoichiometric and labeling studies with deuterated pinacolborane allow us to propose a plausible mechanism for this remarkable catalytic regeneration of a Th-H bond via carbonyl hydroboration.",

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AU - Ghatak, Tapas

AU - Makarov, Konstantin

AU - Fridman, Natalia

AU - Eisen, Moris S.

PY - 2018

Y1 - 2018

N2 - Here we present an unprecedented chemoselective hydroboration for aldehydes and ketones catalysed by actinides. The reaction features a very low catalyst loading (0.1-0.004 mol%) and quantitative product formation in less than 15 minutes, at room temperature. Thermodynamic and kinetic studies including stoichiometric and labeling studies with deuterated pinacolborane allow us to propose a plausible mechanism for this remarkable catalytic regeneration of a Th-H bond via carbonyl hydroboration.

AB - Here we present an unprecedented chemoselective hydroboration for aldehydes and ketones catalysed by actinides. The reaction features a very low catalyst loading (0.1-0.004 mol%) and quantitative product formation in less than 15 minutes, at room temperature. Thermodynamic and kinetic studies including stoichiometric and labeling studies with deuterated pinacolborane allow us to propose a plausible mechanism for this remarkable catalytic regeneration of a Th-H bond via carbonyl hydroboration.

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U2 - 10.1039/c8cc05030a

DO - 10.1039/c8cc05030a

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AN - SCOPUS:85054125093

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JO - Chemical Communications

JF - Chemical Communications

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ER -

Catalytic regeneration of a Th-H bond from a Th-O bond through a mild and chemoselective carbonyl hydroboration

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