1952
DOI: 10.1021/jo50012a009
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Abstract: Incidental to the study of the reactions of alkyl Grignard reagents and organolithium compounds with some heavy metal salts4 a more or less stable methylcopper compound was obtained. Methyllithium, dimethylmagnesium, or methylmagnesium chloride reacted with cupric chloride to give first cuprous chloride and ethane. The cuprous chloride then reacted with more of the Grignard reagent or organolithium compound to give a bright yellow, ether-insoluble methylcopper compound. The same compound was formed when cuprou… Show more

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Cited by 295 publications
(109 citation statements)
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“…The ratios of total yields with and without one equivalent of TMSCl for Me 2 CuLi´LiI are R TMSCl (0.1m Me 2 CuLi´LiI/THF) 18.5, 4.1, 1.8, 1.2 (t b ). For the cyanocuprate R TMSCl (0.1m Me 2 CuLiĹ iCN/THF) 12, 5.8, 2.1, 0.93 (t b ); however, quantitative comparisons cannot be made in this case, since cyano-Gilman reagents react with TMSCl. [21] The resulting TMSCN also accelerates conjugate additions in THF.…”
Section: Resultsmentioning
confidence: 99%
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“…The ratios of total yields with and without one equivalent of TMSCl for Me 2 CuLi´LiI are R TMSCl (0.1m Me 2 CuLi´LiI/THF) 18.5, 4.1, 1.8, 1.2 (t b ). For the cyanocuprate R TMSCl (0.1m Me 2 CuLiĹ iCN/THF) 12, 5.8, 2.1, 0.93 (t b ); however, quantitative comparisons cannot be made in this case, since cyano-Gilman reagents react with TMSCl. [21] The resulting TMSCN also accelerates conjugate additions in THF.…”
Section: Resultsmentioning
confidence: 99%
“…A relative error of approximately 20 % is obtained by repeating the same reaction several times. The entire LRP for Bu 2 CuLi´LiI was run thrice in THF (Table 4) and twice in ether (Table 5); the first entry in each case is used to calculate ratios.…”
Section: Reactions With Cyimentioning
confidence: 99%
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