Mechanism of reductive elimination. Reaction of alkylpalladium(II) complexes with tetraorganotin, organolithium, and Grignard reagents. Evidence for palladium(IV) intermediacy

1979 ◽  
Vol 101 (17) ◽  
pp. 4981-4991 ◽  
Author(s):  
D. Milstein ◽  
J. K. Stille
Keyword(s):  
Reductive Elimination ◽  
Grignard Reagents ◽  
Elimination Reaction

Organometallic gallium(I) anions prepared by a reductive elimination reaction

1980 ◽  
Vol 19 (10) ◽  
pp. 3042-3046 ◽  
Author(s):  
O. T. Beachley ◽  
Randall G. Simmons
Keyword(s):  
Reductive Elimination ◽  
Elimination Reaction

A reexamination of the reactions of Ga(CH2SiMe3)3 and In(CH2SiMe3)3 with alkali-metal hydrides. The search for a reductive-elimination reaction

1983 ◽  
Vol 22 (25) ◽  
pp. 3683-3691 ◽  
Author(s):  
R. B. Hallock ◽  
O. T. Beachley ◽  
Yong Ji Li ◽  
William Michael Sanders ◽  
Melvyn Rowen Churchill ◽  
...  
Keyword(s):  
Alkali Metal ◽  
Metal Hydrides ◽  
Reductive Elimination ◽  
Elimination Reaction

REACTION MECHANISM STUDIES: 2. REDUCTIVE ELIMINATION OF 1,2-DIHALIDES WITH LITHIUM ALUMINUM HYDRIDE

1964 ◽  
Vol 42 (6) ◽  
pp. 1294-1314 ◽  
Author(s):  
J. F. King ◽  
R. G. Pews
Keyword(s):  
Reaction Mechanism ◽  
Lithium Aluminum Hydride ◽  
General Scheme ◽  
Aluminum Hydride ◽  
Reductive Elimination ◽  
Lithium Aluminum ◽  
Elimination Reaction ◽  
Complex Hydrides ◽  
Steric Factors ◽  
Related Compounds

1,2-Dibromides and bromohydrin p-toluenesulphonates of favorable geometry are readily reduced by lithium aluminum hydride in good yield to the corresponding olefin. Small quantities of water are found to have a temporaryacceleratingeffect on the reduction. The normal course of the reaction is a trans elimination, but when steric factors inhibit this, then substitution or cis elimination reactions may occur. It is shown that the cis elimination in the case of cis-1,2-dibromocyclohexane cannot involve reduction to the monobromide followed by dehydrobromination to the olefin. The reaction of some other 1,2-dihalides and related compounds with lithium aluminum hydride, and the reaction of a 1,2-dibromide with a number of other complex hydrides are reported.A general scheme for the mechanism of the olefin-forming elimination reaction is proposed. The limits that this study places on the possible positions of the reductive elimination of 1,2-dibromides with lithium aluminum hydride within this general scheme are discussed.

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