138152-41-7Relevant academic research and scientific papers
Palladium-catalyzed cross-coupling reaction of potassium diaryldifluoroborates with aryl halides
Ito, Takatoshi,Iwai, Toshiyuki,Mizuno, Takumi,Ishino, Yoshio
, p. 1435 - 1438 (2007/10/03)
The catalytic cross-coupling reaction of potassium diaryldifluoroborates with aryl halides proceeds to afford the biphenyls in good yields. These salts on an arylation reagent were readily prepared via a protocol of the Grignard method and transformation to potassium salts. Two aryl groups of these salts were efficiently transferred in the Suzuki-Miyaura reaction.
Selective preparation of borinic esters from Grignard reagents and selected trialkoxyboranes
Cole, Thomas E.,Haly, Becky D.
, p. 652 - 657 (2008/10/08)
The reaction of trialkoxyboranes with ethylmagnesium bromide was investigated for the selective alkylation to the symmetrical borinic esters, R2BOR′. Triisopropoxyborane was found to react cleanly with 2 equiv of the Grignard reagent to form diethylisopropoxyborane at -40°C. The selectivity of this reaction is largely controlled by the stability of the bromomagnesium diethyldiisopropoxyborate, MgBr[Et2B(OiPr)2]. Triisopropoxyborane was found to be the most selective borane examined, yielding symmetrical borinic esters for primary and aryl derivatives with high selectivities. Secondary alkyl groups showed lower selectivities. This reaction has been developed into a general procedure for preparation of diorganylalkoxyboranes from readily available organomagnesium reagents, especially for those containing organic groups which are not accessible via hydroboration.
