Wilson, Peter G and Percy, Jonathan M and Redmond, Joanna and McCarter, Adam W (2012) Suzuki−Miyaura coupling reactions of iodo(difluoroenol) derivatives, fluorinated building blocks accessible at near-ambient temperatures. Journal of Organic Chemistry, 77 (15). pp. 6384-6393. ISSN 0022-3263Full text not available in this repository. (Request a copy from the Strathclyde author)
A recently developed method for the nearambient generation of difluorovinylzinc reagents has facilitated the preparation of 1-(N,N-diethylcarbamoyloxy)-2,2-difluoro-1 - i o d o e t h e n e and 2 , 2 - d i fl u o r o - 1 - i o d o - 1 - ( 2 ′ - methoxyethoxymethoxy)ethene. The utility of these reagents has been investigated in Suzuki−Miyaura couplings with a range of potassium trifluoroborate coupling partners, with the scope of successful couplings proving wide. Deiodinated species appeared as significant side products, but a solvent change from i-PrOH to t-BuOH suppressed the pathway to these species and improved coupling yields.
|Keywords:||coupling yields, Suzuki–Miyaura couplings, potassium trifluoroborate, solvents, Chemistry, Organic Chemistry|
|Subjects:||Science > Chemistry|
|Department:||Faculty of Science > Pure and Applied Chemistry|
|Depositing user:||Pure Administrator|
|Date Deposited:||21 Aug 2012 15:13|
|Last modified:||26 Aug 2016 02:36|