Selectivity in the Grignard Reaction with Silanes

Tuulmets, Ants; Ploom, Anu; Panov, Dmitri; Järv, Jaak

doi:10.1055/s-0029-1219167

Cited by 4 publications

(1 citation statement)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In addition, the results reaffirm that alkyl substituents contribute to the reactivity exclusively with steric effects. [25][26][27] Additionally, the interrelation between the steric factor and the bulkiness of both Grignard reagents is evident.…”

Section: Tablementioning

confidence: 98%

A Kinetic View of the Mechanism of the Grignard Reaction with Alkoxysilanes

Ploom

Tuulmets

Panov

et al. 2015

Phosphorus, Sulfur, and Silicon and the Related Elements

Self Cite

View full text Add to dashboard Cite

RUNNING HEAD: The Grignard reaction with alkoxysilanes ABSTRACT The kinetics of the reaction of n-butyl-and isopropylmagnesium chloride with alkyltriethoxysilanes (RSi(OEt) 3 ) in diethyl ether were determined. The rate constants correlate well with the steric parameters E s (Si). The resulting steric factors δ fit the range of available susceptibility values for the reactions of organosilicon compounds. The thermodynamic activation parameters for six reactions of ethoxysilanes with alkylmagnesium chlorides in dibutyl ether were determined. The entropy values indicated that two Grignard molecules are involved in the transition state of the reaction. From the correlation analysis of the activation enthalpies for the reactions, it appeared that the inductive effect controls the rate of replacement more considerably than steric requirements in the transition state.

show abstract

Section: Tablementioning

confidence: 98%

A Kinetic View of the Mechanism of the Grignard Reaction with Alkoxysilanes

Ploom

Tuulmets

Panov

et al. 2015

Phosphorus, Sulfur, and Silicon and the Related Elements

Self Cite

View full text Add to dashboard Cite

show abstract

Selective monosubstitution on a trichlorosilane with highly reactive organolithium compounds in a microflow reactor

et al. 2022

View full text Add to dashboard Cite

show abstract

A General and Selective Synthesis of Methylmonochlorosilanes from Di-, Tri-, and Tetrachlorosilanes

2020

View full text Add to dashboard Cite

Direct catalytic transformation of chlorosilanes into organosilicon compounds remains challenging due to difficulty in cleaving the strong Si−Cl bond(s). We herein report the palladium-catalyzed cross-coupling reaction of chlorosilanes with organoaluminum reagents. A combination of [Pd(C 3 H 5 )Cl] 2 and DavePhos ligand catalyzed the selective methylation of various dichlorosilanes 1, trichlorosilanes 5, and tetrachlorosilane 6 to give the corresponding monochlorosilanes.

show abstract

Selectivity in the Grignard Reaction with Silanes

Cited by 4 publications

References 11 publications

A Kinetic View of the Mechanism of the Grignard Reaction with Alkoxysilanes

A Kinetic View of the Mechanism of the Grignard Reaction with Alkoxysilanes

Selective monosubstitution on a trichlorosilane with highly reactive organolithium compounds in a microflow reactor

A General and Selective Synthesis of Methylmonochlorosilanes from Di-, Tri-, and Tetrachlorosilanes

Contact Info

Product

Resources

About