Hydroalkylation of 1,1-Diarylalkenes Mediated by Magnesium Hydride in Ethereal Solvents

Nattawadee Chaisan; Eugene Yew Kun Tan; Shunsuke Chiba

doi:10.1002/hlca.202300212

Hydroalkylation of 1,1-Diarylalkenes Mediated by Magnesium Hydride in Ethereal Solvents

Nattawadee Chaisan, Eugene Yew Kun Tan, Shunsuke Chiba^*

^*Corresponding author for this work

Nanyang Technological University

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

1 Citation (Scopus)

Abstract

A method for the hydroalkylation of 1,1-diarylalkenes has been developed using magnesium hydride (MgH₂) generated in situ by the solvothermal treatment of magnesium iodide (MgI₂) with sodium hydride (NaH) in ethereal solvents. The process is initiated by the hydromagnesiation of 1,1-diarylalkenes with MgH₂ to generate 1,1-diarylethylmagnesium species, which are immediately alkylated with ethereal solvents to construct a diaryl quaternary carbon center in the hydroalkylation products.

Original language	English
Article number	e202300212
Journal	Helvetica Chimica Acta
Volume	107
Issue number	2
DOIs	https://doi.org/10.1002/hlca.202300212
Publication status	Published - Feb 2024
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2023 Wiley-VHCA AG, Zurich, Switzerland.

ASJC Scopus Subject Areas

Catalysis
Biochemistry
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

Keywords

1,1-diarylalkenes
ethereal solvents
Hydroalkylation
hydromagnesiation
magnesium hydride

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10.1002/hlca.202300212

Cite this

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title = "Hydroalkylation of 1,1-Diarylalkenes Mediated by Magnesium Hydride in Ethereal Solvents",

abstract = "A method for the hydroalkylation of 1,1-diarylalkenes has been developed using magnesium hydride (MgH2) generated in situ by the solvothermal treatment of magnesium iodide (MgI2) with sodium hydride (NaH) in ethereal solvents. The process is initiated by the hydromagnesiation of 1,1-diarylalkenes with MgH2 to generate 1,1-diarylethylmagnesium species, which are immediately alkylated with ethereal solvents to construct a diaryl quaternary carbon center in the hydroalkylation products.",

keywords = "1,1-diarylalkenes, ethereal solvents, Hydroalkylation, hydromagnesiation, magnesium hydride",

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doi = "10.1002/hlca.202300212",

language = "English",

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T1 - Hydroalkylation of 1,1-Diarylalkenes Mediated by Magnesium Hydride in Ethereal Solvents

AU - Chaisan, Nattawadee

AU - Yew Kun Tan, Eugene

AU - Chiba, Shunsuke

PY - 2024/2

Y1 - 2024/2

N2 - A method for the hydroalkylation of 1,1-diarylalkenes has been developed using magnesium hydride (MgH2) generated in situ by the solvothermal treatment of magnesium iodide (MgI2) with sodium hydride (NaH) in ethereal solvents. The process is initiated by the hydromagnesiation of 1,1-diarylalkenes with MgH2 to generate 1,1-diarylethylmagnesium species, which are immediately alkylated with ethereal solvents to construct a diaryl quaternary carbon center in the hydroalkylation products.

AB - A method for the hydroalkylation of 1,1-diarylalkenes has been developed using magnesium hydride (MgH2) generated in situ by the solvothermal treatment of magnesium iodide (MgI2) with sodium hydride (NaH) in ethereal solvents. The process is initiated by the hydromagnesiation of 1,1-diarylalkenes with MgH2 to generate 1,1-diarylethylmagnesium species, which are immediately alkylated with ethereal solvents to construct a diaryl quaternary carbon center in the hydroalkylation products.

KW - 1,1-diarylalkenes

KW - ethereal solvents

KW - Hydroalkylation

KW - hydromagnesiation

KW - magnesium hydride

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DO - 10.1002/hlca.202300212

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ER -

Hydroalkylation of 1,1-Diarylalkenes Mediated by Magnesium Hydride in Ethereal Solvents

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

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