Preparation and Reactions of Methylenedimagnesium Dihalides

Fidler, Delmer A.; Jones, John R.; Clark, Stephen L.; Stange, Hugo

doi:10.1021/ja01629a069

J. Am. Chem. Soc.

1955

DOI: 10.1021/ja01629a069

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Preparation and Reactions of Methylenedimagnesium Dihalides

Delmer A. Fidler¹,

John R. Jones²,

Stephen L. Clark³

et al.

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Cited by 13 publications

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Reaktionen von Methylen‐dilithium mit Borverbindungen

Krohmer

Goubeau

1971

Chem. Ber.

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Bei der Umsetzung von Methylen-dilithium, Li2CH2, mit BC13, BBr3, B(OCH3)3, (CH3)?BBr, [(CH&N]2BCI, (CH3)zNBClz und (CH3)3SiCI ist unter den angewandten Reaktionsbedingungen das gebildete Bis(bory1)-methan, R2B -CH2-BR2, wenig stabil. Es dismutiert zu BR3 und (RBCH&. Im Falle R = N(CH3)2 ist das Bis(dimetbylammoboryl)-methan faBbar, obwohl der grol3ere Teil zum stabilen 1.3.5-Tris(dimethylamino)-l.3.5-tribora-cyclohexan (2) dismutiert. Bei der Umsetzung von Li2CH2 mit (CHj)3SiCl bildet sich in guter Ausbeute Bis(trimethylsi1yl)-methan. Reactions of Dilithiummethylen with Boron CompoundsThe reaction of Li2CH2 with BC13, BBr3, B(OCH3)3, (CH&BBr, [(CH3)2N]2BCl,(CH3)2NBC12, and (CH3)3SiCl is reported. The first product R2B -CHp ~ BR2 is not stable and undergoes dismutation with formation of BR3 and (RBCHz),. Only [(CH3)2N]2B-CH2 --B[N(CHj)& could be isolated in poor yield besides the more stable trimer 1.3.5-Tris(dimethylarnino)-1.3.5-triboracyclohexane (2). (CH&SiCI reacts with LiZCH2 to give in very good yield R3Si-CH2 --SiR3.

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Reaktionen von Methylen‐dilithium mit Borverbindungen

Krohmer

Goubeau

1971

Chem. Ber.

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Some applications of the methylene di-Grignard reagent for the synthesis of main group IV organometallic compounds

BRUIN

Schat

Akkerman

et al. 1985

Journal of Organometallic Chemistry

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The reaction of benzotrihalides and benzal halides with magnesium. Synthetic and mechanistic studies

Ashby

Al-Fekri

1990

Journal of Organometallic Chemistry

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Preparation and Reactions of Methylenedimagnesium Dihalides

Cited by 13 publications

References 0 publications

Reaktionen von Methylen‐dilithium mit Borverbindungen

Reaktionen von Methylen‐dilithium mit Borverbindungen

Some applications of the methylene di-Grignard reagent for the synthesis of main group IV organometallic compounds

The reaction of benzotrihalides and benzal halides with magnesium. Synthetic and mechanistic studies

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