Potassium allyltrifluoroborates and its use in organic transformations

Shahrina Alam, Tennessee State University


Potassium organotrifluroborates have had a profound impact on Suzuki-Miyaura cross-coupling reactions. Their unique reactivity has made them among the most versatile organometallic intermediates for the construction of organic molecules. Potassium allyltrifluoroborates though a new entity in this arena have already received great attention in performing Suzuki cross-coupling reactions. In this thesis, potassium allyltrifluoroborates have been used as allylating agents to cross-couple with aryl halides in presence of a new catalyst system. A facile and simple method has been developed for the allylation reaction, which made use of microwave irradiation for the cross-coupling of potassium allyltrifluoroborates and aryl halides in the presence of PdCl 2(dtbpf) catalyst and IPA/H2O solvent. The synthesized compounds have been analyzed and confirmed by GC-MS, 1 H-NMR, and 13C-NMR spectrometry. The uniqueness of the procedure was its easy reaction conditions. Moreover, a new catalyst system was established and remarkable regioselectivity of the products was observed. The synthesized substituted styrenes are regarded as potentially essential in both chemical and polymer syntheses. This new procedure for the transformation of aryl halides using allyltrifluoroborates has great application for synthesizing substituted styrenes, efficiently, in the shortest period of time.

Subject Area

Organic chemistry

Recommended Citation

Shahrina Alam, "Potassium allyltrifluoroborates and its use in organic transformations" (2009). ETD Collection for Tennessee State University. Paper AAI1473378.