122445-15-2Relevant academic research and scientific papers
Cu(II) Porphyrin-catalyzed Coupling of Alkyl Tosylates and Grignard Reagents
Kurahashi, Takuya,Matsubara, Seijiro,Matsuoka, Iori
supporting information, p. 442 - 445 (2020/05/18)
Copper(II) porphyrin-catalyzed coupling of alkyl tosylates and alkyl Grignard reagents afforded substituted alkanes. The role of the copper(II) porphyrin complex was examined using EPR and in-situ synchrotron-based X-ray absorption fine structure measurements. These studies suggested that neither Cu redox nor substitution via in-situ generated cuprate was involved in catalysis. The results supported a reaction mechanism involving single electron transfer from copper(II) porphyrin to tosylate to facilitate the nucleophilic addition of Grignard reagents.
Silver-catalyzed cross-coupling reactions of alkyl bromides with alkyl or aryl Grignard reagents
Someya, Hidenori,Yorimitsu, Hideki,Oshima, Koichiro
supporting information; experimental part, p. 3270 - 3272 (2009/08/09)
Treatment of secondary or tertiary alkyl bromides with alkyl Grignard reagents in the presence of catalytic amounts of silver bromide and potassium fluoride in CH2Cl2 afforded the corresponding cross-coupling products in reasonable yields. Moreover, silver showed catalytic activity for the cross-coupling reactions of alkyl bromides with aryl Grignard reagents.
Regioselective and Diastereoselective Alkyl-Alkene and Alkene-Alkene Coupling Promoted by Zirconocene and Hafnocene
Swanson, Douglas R.,Rousset, Christophe J.,Negishi, Ei-ichi,Takahashi, Tamotsu,Seki, Takashi,et al.
, p. 3521 - 3523 (2007/10/02)
The reaction of Cp2Zr(CH2CH2R1)2 with a monosubstituted terminal alkene (H2C=CHR2) can produce, in a highly regio- and diastereoselective manner, zirconacyclopentane derivatives; the trans-3,4-disubstituted derivatives may be formed to the extents of >98percent in cases where both R1 and R2 are alkyl, while the trans-2-aryl-4-alkyl derivatives may be formed to the extents of >98percent in the coupling between a monoalkyl-substituted olefin and styrene or its derivative.
